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Journal articles on the topic 'Deoxy'

Author: Grafiati

Published: 10 December 2022

Last updated: 31 July 2025

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1

Krečmerová, Marcela, Hubert Hřebabecký, Milena Masojídková, and Antonín Holý. "Preparation of Purine 2'-Deoxy-5'-O-phosphonomethylnucleosides and 2'-Deoxy-3'-O-phosphonomethylnucleosides." Collection of Czechoslovak Chemical Communications 58, no. 2 (1993): 421–34. http://dx.doi.org/10.1135/cccc19930421.

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Sodium salt of 2'-deoxy-N6-dimethylaminomethylene-3'-O-(tetrahydro-2H-pyran-2-yl)adenosine (VIII) reacted with dibenzyl p-toluenesulfonyloxymethanephosphonate (Ia) to give dibenzyl ester of 2'-deoxy-N6-dimethylaminomethylene-5'-O-phosphonomethyl-3'-O-(tetrahydro-2H-pyran-2-yl)adenosine (XI) which after deprotection afforded the final 2'-deoxy-5'-O-phosphonomethyladenosine (XII). 2'-Deoxy-5'-O-hydroxymethanephosphonyladenosine (XIV) and 5'-O-benzyloxymethanephosphonyl-2'-deoxyadenosine (XIII) were isolated as a side product. The preparation of 2'-deoxy-5'-O-phosphonomethylguanosine (XVI) and pr

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2

Ledvina, Miroslav, Daniel Zyka, Jan Ježek, Tomáš Trnka та David Šaman. "New Effective Synthesis of (N-Acetyl- and N-Stearoyl-2-amino-2-deoxy-β-D-glucopyranosyl)-(1→4)-N-acetylnormuramoyl-L-2-aminobutanoyl-D-isoglutamine, Analogs of GMDP with Immunopotentiating Activity". Collection of Czechoslovak Chemical Communications 63, № 4 (1998): 577–89. http://dx.doi.org/10.1135/cccc19980577.

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Ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (5), prepared by benzylation of ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (4), was transformed by reaction with bromine into 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (6). Thioglycoside 5 in the presence of methyl triflate and glycosylbromide 6 in the presence of silver triflate were used as glycosyl donors for condensation with benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside (7), to give benzyl 2-acetamido-3-O-allyl-6-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-p

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3

Kefurt, Karel, Zdeňka Kefurtová, Věra Marková, and Karla Slívová. "Synthesis of 5-Amino-5-deoxypentonolactams." Collection of Czechoslovak Chemical Communications 61, no. 7 (1996): 1027–36. http://dx.doi.org/10.1135/cccc19961027.

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5-Azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4) and 5-azido-5-deoxy-1,2-O-isopropylidene-β-D-arabinofuranose (10) were prepared starting from D-xylose and D-arabinose, respectively. Using the oxidation-reduction way for the C-3 epimerization, 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (15) and 5-azido-5-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose (17) were obtained from 4 and 10, respectively. The derivatives 4, 10, 15 and 17 afforded by acid hydrolysis, oxidation with bromine and catalytic hydrogenation successively the corresponding 5-azido-5-deoxy-D-pentofuranoses 6, 11

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4

Freisleben, Seruni Kusuma Udyaningsih, and Hans-Joachim Freisleben. "X-ray Analysis of Fine Structure of Heme in Normal and Thalassemic HbE/F Hemoglobin." Biomedical and Pharmacology Journal 17, no. 4 (2024): 2445–54. https://doi.org/10.13005/bpj/3037.

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Thalassemic hemoglobin (Hb) differs from normal Hb in its structure and oxygen-binding capacity. To find out structural differences in their heme-iron sites, X-ray absorption fine structure (XAFS) was applied. Resulting data in the range of and obtained from frozen aqueous solutions (10 K) of normal and thalassemic HbE/F deoxy forms were refined using multiple-scattering (MS) analyses. To test the robustness of the refinements R starting models, constraints, restraints, and k ranges were varied; for normal relaxed R- and tense T-deoxy-Hb final XAFS R values were 13% and 17% and for thalassemic

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5

De Bruyn, A., and M. Anteunis. "1H NMR Study of 2-Deoxy-D-Arabino-Hexopyranose (2-Deoxy Glucopyranose), 2-Deoxy-D-Lyxo-Hexopyranose (2-Deoxy Galactopyranose) and 2′-Deoxy Lactose. Shift Increment Studies in 2-Deoxy Carbohydrates." Bulletin des Sociétés Chimiques Belges 84, no. 12 (2010): 1201–9. http://dx.doi.org/10.1002/bscb.19750841208.

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6

Kennedy, Isaac A., Thomas Hemscheidt, James F. Britten, and Ian D. Spenser. "1-Deoxy-D-xylulose." Canadian Journal of Chemistry 73, no. 8 (1995): 1329–37. http://dx.doi.org/10.1139/v95-164.

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1-Deoxy-D-xylulose (= 1-deoxy-D-theropentulose) is a precursor of thiamin (Vitamin B1) and of pyridoxine (Vitamin B6) in bacteria. The synthesis of a [2,3-13C2] bond-labeled sample of the compound, to be used for investigations of the biosynthesis of the two vitamins, is described. In aqueous solution 1-deoxy-D-xylulose exists mainly as the open chain ketone. In methanol solution the compound exists as a mixture of the open chain ketone and the two corresponding epimeric furanoses. In acid solution the compound yields a dimeric anhydride, di-β-1-deoxy-D-xylulofuranose 2,3′:3,2′-dianhydride, wh

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7

Ueno, Katsuhito, Shinichi Takamoto, Takeshi Miyairi, et al. "Multichannel Monitoring of Cerebral Circulatory and Oxygenation Status Using Optical Topography during Deep Hypothermic Retrograde Cerebral Perfusion." Vascular 12, no. 5 (2004): 325–30. http://dx.doi.org/10.1258/rsmvasc.12.5.325.

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In this study, we evaluated changes in the cerebral circulatory and oxygenation status during deep hypothermic total circulatory arrest (TCA) and retrograde cerebral perfusion (RCP) using optical topography, a form of multichannel near-infrared spectrophotometry, to monitor the broad area perfused by the middle cerebral artery. Seven patients underwent thoracic aortic surgery with TCA and RCP via the superior vena cava. Pressure-regulated RCP was performed under pH-stat. No postoperative neurologic complications occurred. Using optical topography, the relative changes in oxy-, deoxy-, and tota

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8

Best, Wayne M., Robert V. Stick та D. Matthew G. Tilbrook. "The Synthesis of Some Epoxyalkyl Deoxyhalo-β-cellobiosides". Australian Journal of Chemistry 50, № 1 (1997): 13. http://dx.doi.org/10.1071/c96078.

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2,3-Epoxypropyl and 3,4-epoxybutyl 6′-deoxy-6′-iodo-β-cellobioside, together with 3,4-epoxybutyl 6′- deoxy-6′-fluoro-β-cellobioside, were prepared as putative inhibitors and reporter groups for events occurring at the active site of some β-glucan hydrolases. As well, related syntheses gave the previously unknown 6-deoxy-6-fluoro- and 6′-deoxy-6′-fluoro-cellobioses.

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9

Ledvina, Miroslav, Jiří Farkaš, Jaroslav Zajíček, Jan Ježek та Milan Zaoral. "An alternative synthesis of O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1→4)-N-acetylnormuramoyl-L-α-aminobutanoyl-D-isoglutamine". Collection of Czechoslovak Chemical Communications 54, № 10 (1989): 2784–94. http://dx.doi.org/10.1135/cccc19892784.

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Silver triflate-promoted condensation of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (VIII) with benzyl 2-acetamido-6-O-benzoyl-2-deoxy-3-O-(methoxycarbonyl)-methyl-α-D-glucopyranoside (IV) afforded benzyl 2-acetamido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-6-O-benzoyl-2-deoxy-3-O-(methoxycarbonyl)methyl-α-D-glucopyranoside (IX) which, after deprotection, was converted into the acid XI. Condensation of acid XI with L-α-aminobutanoyl-D-isoglutamine benzyl ester and subsequent hydrogenolysis of the product XIII furnished compound XIV. Benzyl 2-ac

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10

Liu, Feng-Wu, Wenke Xu, Hui Yang та ін. "Facile Approaches to 2-Deoxy-d-glucose and 2-Deoxy-α-d-glucopyranonucleosides from d-Glucal". Synthesis 49, № 16 (2017): 3686–91. http://dx.doi.org/10.1055/s-0036-1589501.

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Convenient and stereoselective methods for the preparation of 2-deoxy-d-glucose and purine 2-deoxy-α-d-glucopyranonucleosides were developed. Halogen-mediated O-glycosidation of d-glucal by bromine in MeOH followed by reductive removal of the halo group and hydrolysis of methoxy group by zinc in saturated aqueous sodium dihydrogen phosphate gave 2-deoxy-d-glucose. Treatment of 3,4,6-tri-O-acetyl-d-glucal with IBr and 2,6-dichloropurine based on haloetherification and subsequent reductive removal of iodine and deprotection allowed the isolation of purin-9-yl 2-deoxy-α-d-glucopyranonucleoside. P

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11

Ziemniak, Marcin, Sylwia Pawlędzio, Anna Zawadzka-Kaźmierczuk, et al. "X-ray wavefunction refinement and comprehensive structural studies on bromo-substituted analogues of 2-deoxy-d-glucose in solid state and solution." RSC Advances 12, no. 14 (2022): 8345–60. http://dx.doi.org/10.1039/d1ra08312k.

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12

Veselý, Jan, Miroslav Ledvina, Jindřich Jindřich, Tomáš Trnka та David Šaman. "Synthesis of 2-Amino-2-deoxy-β-D-galactopyranosyl-(1→4)-2-amino-2-deoxy-β-D-galactopyranosides: Using Various 2-Deoxy-2-phthalimido-D-galactopyranosyl Donors and Acceptors". Collection of Czechoslovak Chemical Communications 69, № 10 (2004): 1914–38. http://dx.doi.org/10.1135/cccc20041914.

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A systematic study is presented of the efficiency of the most common glycosylation methods using standard 2-deoxy-2-phthalimidogalactopyranosyl donors ethyl 4-O-acetyl-3,6-di-O- benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (3a), 4-O-Acetyl-3,6-di-O-benzyl- 2-deoxy-2-phthalimido-β-D-galactopyranosyl bromide (4), 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride (5b), O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl) trichloroacetimidate (7) and ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (8), pent-4-e

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13

El-Ghaouth, Ahmed, Joseph L. Smilanick, Michael Wisniewski, and Charles L. Wilson. "Improved Control of Apple and Citrus Fruit Decay with a Combination of Candida saitoana and 2-Deoxy-D-Glucose." Plant Disease 84, no. 3 (2000): 249–53. http://dx.doi.org/10.1094/pdis.2000.84.3.249.

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A combination of Candida saitoana with 0.2% 2-deoxy-D-glucose to control decay of apple, lemon, and orange fruit was evaluated. Growth of C. saitoana in vitro was reduced by 2-deoxy-D-glucose; however, in apple wounds, the yeast grew as well in the presence of 2-deoxy-D-glucose as in its absence. When applied to fruit wounds before inoculation, the combination of C. saitoana with 0.2% 2-deoxy-D-glucose was more effective in controlling decay of apple, orange, and lemon caused by Botrytis cinerea, Penicillium expansum, and P. digitatum than either C. saitoana or the application of a 0.2% soluti

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14

Higashimoto, Yuji, Noritsugu Honda, Toshiyuki Yamagata, et al. "Exertional dyspnoea and cortical oxygenation in patients with COPD." European Respiratory Journal 46, no. 6 (2015): 1615–24. http://dx.doi.org/10.1183/13993003.00541-2015.

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This study was designed to investigate the association of perceived dyspnoea intensity with cortical oxygenation and cortical activation during exercise in patients with chronic obstructive pulmonary disease (COPD) and exertional hypoxaemia.Low-intensity exercise was performed at a constant work rate by patients with COPD and exertional hypoxaemia (n=11) or no hypoxaemia (n=16), and in control participants (n=11). Cortical oxyhaemoglobin (oxy-Hb) and deoxyhaemoglobin (deoxy-Hb) concentrations were measured by multichannel near-infrared spectroscopy. Increased deoxy-Hb is assumed to reflect imp

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15

El-Ghaouth, Ahmed, Charles L. Wilson, and Michael Wisniewski. "Antifungal Activity of 2-Deoxy-D-Glucose on Botrytis cinerea, Penicillium expansum, and Rhizopus stolonifer: Ultrastructural and Cytochemical Aspects." Phytopathology® 87, no. 7 (1997): 772–79. http://dx.doi.org/10.1094/phyto.1997.87.7.772.

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The effect of 2-deoxy-D-glucose on major postharvest pathogens was investigated at the ultrastructural and cytochemical level. Hyphae of Botrytis cinerea, Penicillium expansum,, and Rhizopus stolonifer grown in the absence of 2-deoxy-D-glucose were normal and showed no apparent cytological alterations. In the presence of 2-deoxy-D-glucose, however, these fungi exhibited severe cellular injuries ranging from cell wall disruption to cytoplasm disintegration. Although 2-deoxy-D-glucose caused cytoplasmic degeneration in the three fungi tested, cell wall alterations were exhibited only by B. ciner

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16

Medonos, Ivan, Věroslava Kocíková, Jan Staněk, Alena Zobáčová та Jiří Jarý. "Methyl esthers of methyl 2-deoxy-α- and β-D-threo-pentopyranoside". Collection of Czechoslovak Chemical Communications 51, № 8 (1986): 1671–77. http://dx.doi.org/10.1135/cccc19861671.

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Methyl 2-deoxy-α- and β-D-threo-pentopyaranosides (Ia, IIa) were prepared. Various conditions for partial methylation of the β-anomer IIa were tried out, leading to methyl 2-deoxy-3-O-methyl-β-D-threo-pentopyranoside (IIc), methyl 2-deoxy-4-O-methyl-β-D-threo-pentopyranoside (IId) and methyl 2-deoxy-3,4-di-O-methyl-β-D-threo-pentopyranoside (IIe). The structures of the products were determined by means of 1H NMR.

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17

Kazakova, Ekaterina D., Dmitry V. Yashunsky, Elena A. Khatuntseva, and Nikolay E. Nifantiev. "Azidophenylselenylation of glycals towards 2-azido-2-deoxy-selenoglycosides and their application in oligosaccharide synthesis." Pure and Applied Chemistry 92, no. 7 (2020): 1047–56. http://dx.doi.org/10.1515/pac-2020-0105.

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Abstract2-Amino-2-deoxy-pyranosyl units are important structural components of cell-wall polymers in prokaryotes, fungi and mammals. With respect to the need for development of novel and efficient vaccines and tools for serodiagnosis of infectious diseases, of particular interest are the oligosaccharide cell-wall antigens of pathogenic bacteria and fungi, which comprise 2-amino-2-deoxy-D-glucopyranose and 2-amino-2-deoxy-D-galactopyranose units as α- or β-anomers. Synthesis of N-acylated α-GlcN and α-GalN containing oligosaccharides is a special challenge due to the presence of a participating

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18

Percival, M. David, та Stephen G. Withers. "Applications of enzymes in the synthesis and hydrolytic study of 2-deoxy-α-D-glucopyranosyl phosphate". Canadian Journal of Chemistry 66, № 8 (1988): 1970–72. http://dx.doi.org/10.1139/v88-317.

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The labile sugar phosphate 2-deoxy-α-D-glucopyranosyl phosphate has been synthesized enzymically in a two-step process from 2-deoxy-D-glucose-6-phosphate via an intermediate uridine 5′-diphospho-2-deoxy-D-glucose. Rate constants for acid-catalysed (1 M HClO4) hydrolysis at several temperatures were determined by using an enzymic assay to measure remaining substrate. The values obtained were consistent with that anticipated on the basis of known hydrolysis rates for alkyl- and aryl-2-deoxy-D-glucopyranosides.

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19

Rajaratnam, Premraj, Praveer Gupta, Peter Katavic, et al. "Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries." Australian Journal of Chemistry 63, no. 4 (2010): 693. http://dx.doi.org/10.1071/ch09480.

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The large scale synthesis of three orthogonally protected monosaccharide scaffolds suitable for use in the solid phase preparation of large diversity libraries is presented. Scaffolds based on 2-amino-2-deoxy-d-glucopyranose, 2-amino-2-deoxy-d-allopyranose, and 2,4-diamino-2,4-dideoxy-d-galactopyranose were prepared in good yield and with minimal chromatographic purification from commercially available methyl 2-azido-2-deoxy-1-thio-β-d-glucopyranose and methyl 2-amino-2-deoxy-1-thio-β-d-glucopyranose.

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20

Dey, Supriya, and Narayanaswamy Jayaraman. "Branching out at C-2 of septanosides. Synthesis of 2-deoxy-2-C-alkyl/aryl septanosides from a bromo-oxepine." Beilstein Journal of Organic Chemistry 8 (April 10, 2012): 522–27. http://dx.doi.org/10.3762/bjoc.8.59.

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This paper deals with the synthesis of 2-deoxy-2-C-alkyl/aryl septanosides. A range of such septanoside derivatives was synthesized by using a common bromo-oxepine intermediate, involving C–C bond forming organometallic reactions. Unsaturated, seven-membered septanoside vinyl bromides or bromo-oxepines, obtained through a ring expansion methodology of the cyclopropane derivatives of oxyglycals, displayed a good reactivity towards several acceptor moieties in C–C bond forming Heck, Suzuki and Sonogashira coupling reactions, thus affording 2-deoxy-2-C-alkyl/aryl septanosides. Whereas Heck and So

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21

Schwartz, David A., Ho-Huat Lee, Jeremy P. Carver, and Jiri J. Krepinsky. "Syntheses of model oligosaccharides of biological significance. 4. Synthesis of a fucosylated N,N′-diacetylchitobioside and related oligosaccharides." Canadian Journal of Chemistry 63, no. 5 (1985): 1073–79. http://dx.doi.org/10.1139/v85-182.

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The synthesis of two trisaccharides and one disaccharide containing L-fucose and 2-acetamido-2-deoxy-D-glucose is reported. Methyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside was glycosylated with a 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide. Removal of the phthalimido protecting groups by hydrazinolysis followed by N-acetylation and debenzylation yielded methyl N,N′-diacetylchitobioside 3′,4′,6′-triacetate. The latter was selectively fucosylated at the 6-position with 2,3,4-tri-O-benzyl-α-L-fucopyranosyl bromide to yield, after debenzylation and de-O-ace

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22

Indrajit, Shown, та N. Murthy C. "Synthesis and characteriz.ation of highly water-sofuble di-functional β-cyclodextrin monomers". Journal of Indian Chemical Society Vol. 83, Nov 2006 (2006): 1124–26. https://doi.org/10.5281/zenodo.5832415.

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Department of Applied Chemistry, Faculty of Technology and Engineering, The M. S. University of Baroda, P.O. Box 51, Kalabhavan, Vadodara-390 001, Gujarat, India <em>E-mail </em>: chivukula_mn@yahoo.com <em>Manuscript received 5 December 2005, revised 25 August 2006, accept;d 25 August 2006</em> Highly water-soluble di-functional β-cyclodextrin monomers, including 6-diamino-6-deoxy β-cyclodextrin and 6-diisothiocyanate-6-deoxy β-cyclodextrin, have been synthesized. β-Cyclodextrin was first transformed into heptakis 6-deoxy-6-iodo and subsequently to heptakis 6-amino-6-deoxy

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23

Best, WM, RW Dunlop, RV Stick та ST White. "All About 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucosyl Trichloroacetimidate". Australian Journal of Chemistry 47, № 3 (1994): 433. http://dx.doi.org/10.1071/ch9940433.

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Treatment of 1,3,4,6-tetra-O-acetyl-2-(o-carboxybenzoylamino )-2-deoxy-β-D-glucose with ethyl chloroformate , followed by workup and treatment with methanol, did not give 1,3,4,6-tetra O-acetyl-2-deoxy-2-phthalimido-β-D-glucose as reported in the literature, but rather the methyl ester 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(o- methoxycarbonylbenzoylamino )-β-D-glucose. The formation of this methyl ester is believed to proceed via 1,3,4,6-tetra-O-acetyl-2-deoxy-2- [(3′-oxo-1′,3′-dihydroisobenzofuran-1′-ylidene)amino]-β-D-glucose which was also formed from the amido carboxylic acid by treatment with

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24

Kato, N., F. Li, A. Mori, H. Takeshita, and T. Sassa. "9-Deoxy-15-hydroxy- and 9-Deoxy-19-hydroxycotylenol." Acta Crystallographica Section C Crystal Structure Communications 54, no. 8 (1998): 1165–68. http://dx.doi.org/10.1107/s010827019800256x.

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25

Ibragimova, A. Sh, N. A. Ves’kina, I. V. Galyautdinov та V. N. Odinokov. "Δ8(14)-14α-deoxy- and 14α-deoxy-14α-hydroperoxyecdysteroids". Russian Journal of Organic Chemistry 46, № 11 (2010): 1735–40. http://dx.doi.org/10.1134/s1070428010110205.

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26

Ambrosio, Gabriella, Tasha Yuliandra, Bernhard Wuest, et al. "Urinary Elimination of Ecdysterone and Its Metabolites Following a Single-Dose Administration in Humans." Metabolites 11, no. 6 (2021): 366. http://dx.doi.org/10.3390/metabo11060366.

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Ecdysterone is a phytosteroid widely discussed for its various pharmacological, growth-promoting, and anabolic effects, mediated by the activation of estrogen receptor beta (ERbeta). Performance-enhancement in sports was demonstrated recently, and ecdysterone was consequently included in the Monitoring Program, to detect potential patterns of misuse in sport. Only few studies on the pharmacokinetics of ecdysterone in humans have been reported so far. In this study, post-administration urine samples in twelve volunteers (single dose of 50 mg of ecdysterone) were analyzed using dilute-and-inject

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27

Otero, Iran, Holger Feist, Lidcay Herrera, Manfred Michalik, José Quincoces, and Klaus Peseke. "Nucleoside Analogues from Branched-Chain Pyranosides." Australian Journal of Chemistry 58, no. 2 (2005): 104. http://dx.doi.org/10.1071/ch04168.

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Reaction of (pyranosid-3-yl)ethanal 2 with ethynylmagnesium bromide or lithium phenylacetylide in THF afforded (2R,S)-1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-d-altropyranosid-3-yl)but-3-yn-2-ols 3a and 3b, respectively. Oxidation of 3a and 3b yielded the 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-d-altropyranosid-3-yl)but-3-yn-2-ones 4a and 4b, which upon treatment with hydrazine and hydrazine derivatives formed the 3-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-d-altropyranosid-3-ylmethyl)pyrazoles 5a–5d. Compounds 4a and 4b also underwent reaction with amidinium and guanidin

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28

Lemieux, Raymond U., Rémy Cromer та Ulrike Spohr. "Molecular recognition. VIII. The binding of the β-D-galactopyranosyl residue of the Lewis b human blood group determinant by the lectin IV of Griffonia simplicifolia and by a monoclonal anti-Lewis b antibody. Evidence for intramolecular hydrogen bonding". Canadian Journal of Chemistry 66, № 12 (1988): 3083–98. http://dx.doi.org/10.1139/v88-477.

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The 3b-deoxy, 4b-deoxy, 6b-deoxy, 6b-deoxy-6b-fluoro, 6b-chloro-6b-deoxy, and the 5b-des-hydroxymethyl derivatives of the Lewis b (αLFucd(1 → 2)βDGalb(1 → 3)[αLFucc(1 → 4)]βDGlcNAca-OMe) human blood group determinant were synthesized in order to examine the involvement of the βDGal b unit in the binding of the Leb-OMe tetrasaccharide both by the lectin IV of Griffonia simplicifolia and a hybridoma monoclonal anti-Leb antibody. The replacement of the CH2OH-5b group by hydrogen resulted in very weak binding by both the proteins, but the 6b-deoxy derivative was bound nearly as strongly as the par

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29

Sun, Zhi Dong, Zi Wen Gong, Chen Hu, Hai Yang Huang, Xi Chen та Qiang Xiao. "Synthesis of an Isomeric Nucleoside Enantiomers of 1,3-bis(1'-deoxy-β-ribofuranose-2'-yl)-thymine". Advanced Materials Research 1094 (березень 2015): 49–52. http://dx.doi.org/10.4028/www.scientific.net/amr.1094.49.

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The enantiomer isomeric nucleosides of 1,3-bis (1'-deoxy-β-ribofuranose-2'-yl)-thymine were synthesized from 1-deoxy-5-O-triphenylmethyl-ribose in high yield and selectivity. The key step is the coupling of 1-deoxy-5-O-triphenylmethyl-2,3-O-cyclosulphate-ribose and thymine using cesium carbonate as the base.

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30

Adachi, K., J. Pang, P. Konitzer, and S. Surrey. "Polymerization of recombinant hemoglobin F gamma E6V and hemoglobin F gamma E6V, gamma Q87T alone, and in mixtures with hemoglobin S." Blood 87, no. 4 (1996): 1617–24. http://dx.doi.org/10.1182/blood.v87.4.1617.bloodjournal8741617.

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To further understand determinants for Hemoglobin (Hb) S polymerization, as well as the inhibitory mechanism of Hb F on Hb S polymerization, Hb F variants containing Val-gamma 6 (Hb F gamma E6V) or Val-gamma 6, Thr-gamma 87 (Hb F gamma E6V, gamma Q87T) were expressed in yeast. The oxy form of Hb F gamma E6V was about 10-fold less stable to mechanical agitation than native oxy Hb F, which is similar to stability differences comparing oxy Hb S and oxy Hb A. Deoxy Hb F gamma E6V showed approximately 20-fold decreased solubility compared with native deoxy Hb F in high phosphate buffer and formed g

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31

Petrakova, Eva, Ulrike Spohr, and Raymond U. Lemieux. "Molecular recognition IX. The synthesis of the H-type 2 human blood group determinant and congeners modified at the 6-position of the N-acetylglucosamine unit." Canadian Journal of Chemistry 70, no. 1 (1992): 233–40. http://dx.doi.org/10.1139/v92-034.

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The synthesis of the methyl glycosides of the H-type 2 human blood group determinant (α-L-Fuc-(1c → 2b)-β-D-Gal-(1b → 4a)-β-D-GlcNAc-OMe) and its 6a-deoxy, 6a-O-methyl, 6a-chloro-6a-deoxy, 6a-deoxy-6a-fluoro, 6a-amino-6a-deoxy, 6a-acetamido-6a-deoxy, and 6a-deoxy-6a-pivalamido congeners is reported. The compounds were prepared to test the hypothesis that the binding of the H-type 2 trisaccharide by the lectin I of Ulexeuropaeus requires OH-6a to become intramolecularly hydrogen bonded to the neighboring O-5a ring atom. The results obtained in the binding studies are reported in an accompanying

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32

Nakanishi, H., K. Oguri, K. Yoshida, et al. "Structural differences between heparan sulphates of proteoglycan involved in the formation of basement membranes in vivo by Lewis-lung-carcinoma-derived cloned cells with different metastatic potentials." Biochemical Journal 288, no. 1 (1992): 215–24. http://dx.doi.org/10.1042/bj2880215.

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This study addresses the characterization of heparan sulphates of the basement-membrane proteoglycans in tumour formed after the subcutaneous implantation of Lewis-lung-carcinoma-derived different metastatic clones (P29, LM12-3 and LM60-D6 clones with low, medium and high metastatic potentials respectively). Heparan sulphate proteoglycans (125-158 micrograms of hexuronate/g dry weight of tissue) were isolated from chondroitin ABC lyase digests of a proteoglycan fraction obtained after DEAE-Sephacel chromatography of tissue extracts. The proteoglycans were separated into three molecular species

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33

Drašar, Pavel, and Jiří Beránek. "2',3'-O-Carbonyl derivatives of 6-azauridine in the synthesis of its 5-substituted and 5'-deoxy derivatives." Collection of Czechoslovak Chemical Communications 52, no. 8 (1987): 2070–82. http://dx.doi.org/10.1135/cccc19872070.

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Preparation of 2',3'-O-carbonyl derivatives of 5'-deoxy-6-azauridine and 6-azauridine using 1,1'-carbonyldiimidazole has been elaborated. 5'-Chloro and 5'-bromo derivatives were prepared by treatment of the 5'-O-mesyl derivative with quaternary ammonium halides, 5'-chloro derivatives also by direct halogenation with thionyl chloride in hexamethylphosphortriamide or with tetrachloromethane, triphenyl phosphine, and dimethylformamide. Derivatives of 5'-bromo-6-azauridine were reduced with tributyltin hydride to 5'-deoxy-6-azauridine compounds. 6-Azauridine 2',3'-carbonate (IVa) and its 5'-deriva

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34

Kollatos, Nikolaos, Christos Mitsos, Stella Manta, et al. "Design, Synthesis, and Biological Evaluation of Novel C5-Modified Pyrimidine Ribofuranonucleosides as Potential Antitumor or/and Antiviral Agents." Medicinal Chemistry 16, no. 3 (2020): 368–84. http://dx.doi.org/10.2174/1573406415666190225112950.

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Background: Nucleoside analogues are well-known antitumor, antiviral, and chemotherapeutic agents. Alterations on both their sugar and the heterocyclic parts may lead to significant changes in the spectrum of their biological activity and the degree of selective toxicity, as well as in their physicochemical properties. Methods: C5-arylalkynyl-β-D-ribofuranonucleosides 3-6, 3΄-deoxy 12-15, 3΄-deoxy-3΄-C-methyl- β-D-ribofurananucleosides 18-21 and 2΄-deoxy-β-D-ribofuranonucleosides 23-26 of uracil, were synthesized using a one-step Sonogashira reaction under microwave irradiation and subsequent

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35

Roche, Camille J., Tatiana C. Balazs, Qiuying Chen, Juan C. Moreira, Joel M. Friedman та Rhoda Elison Hirsch. "Hemoglobin E (β26Glu→Lys) Exhibits Altered Nitrite Reactivity." Blood 114, № 22 (2009): 2564. http://dx.doi.org/10.1182/blood.v114.22.2564.2564.

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Abstract Abstract 2564 Poster Board II-541 Hemoglobin (Hb) EE individuals exhibit a mild, chronic anemia while HbE/β thalassemia individuals show a range of clinical manifestations, including high morbidity, and death, often resulting from cardiac dysfunction. Yet, HbE (β26 Glu→Lys), known to be more unstable than HbA in vitro, remains an enigma in terms of its contributions to red blood cell (RBC) pathophysiological mechanisms. Considering the above and that pediatric HbE/β thalassemia patients exhibit endothelial dysfunction with oxidative stress, we consider the possibility that HbE is not

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36

Ledvina, Miroslav, David Šaman та Jan Ježek. "Synthesis of O-(2-Deoxy-2-stearoylamino-β-D-glucopyranosyl)-(1→4)-N-acetylnormuramoyl-L-α-aminobutanoyl-D-isoglutamine, a Lipophilic Disaccharide Analogue of MDP". Collection of Czechoslovak Chemical Communications 57, № 3 (1992): 579–89. http://dx.doi.org/10.1135/cccc19920579.

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Partial N-deacetylation of compound II with barium hydroxide afforded benzyl 2-acetamido-3-O-allyl-4-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O,-benzyl-2-deoxy-α-D-glucopyranoside (III) in high yield. Compound III was N-acylated with stearic acid in the presence of DCC and the obtained product was converted into benzyl 2-acetamido-6-O-benzyl-3-O-carboxymethyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-stearoylamino-β-D-glucopyranosyl)-α-D-glucopyranoside (VII). Coupling of compound VII with L-α-aminobutanoyl-D-isoglutamine benzyl ester followed by hydrogenolysis of the prod

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37

Bass, L., W. Bodsch, P. J. Robinson, and M. O. Young. "Metabolites of 2-deoxyglucose in rat brain at 12-24 h: bounds on kinetic constants." American Journal of Physiology-Endocrinology and Metabolism 253, no. 4 (1987): E453—E460. http://dx.doi.org/10.1152/ajpendo.1987.253.4.e453.

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Activities of 2-deoxy-D-glucose and its metabolites in rat brain were examined at 12, 16, 20, and 24 h after intraperitoneal injection of 14C-labeled 2-deoxy-D-glucose. Plasma radioactivity was monitored for 2 h before each of these determinations. As proportion of total brain radioactivity, 2-deoxy-D-glucose decreased monotonically from the unexpectedly high value of 22% at 12 h to 11% at 24 h after injection, 2-deoxy-D-glucose 6-phosphate decreased monotonically from 69% at 12 h to 23% at 24 h, and unphosphorylated products (of high and low molecular weight) increased from 10% at 12 h to 64%

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38

Nagel, Yvonne, and Wolfgang Beck. "Metallkomplexe mit biologisch wichtigen Liganden, XLIII Metallkomplexe mit ungeschützten acyclischen Monosaccharid-Derivaten (Amin-, Oxim-, Schiffbase-, Thiazolidin-und 1,3-Dithian-Liganden)/Metal Complexes with Biologically Important Ligands, XLIII Metal Complexes with Unprotected Acyclic Derivatives of Monosaccharides (Amine, Oxime, Schiffbase, Thiazolidine and 1,3-Dithiane Ligands)." Zeitschrift für Naturforschung B 41, no. 11 (1986): 1447–54. http://dx.doi.org/10.1515/znb-1986-1121.

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Abstract The synthesis and spectroscopic data of palladium (II), platinum (II), nickel(II), cobalt(II), copper(II) and gold(I) complexes with D-glucose oxime, 2-amino-2-deoxy-D-glucose oxime, 1,2-diamino-1,2-deoxy-D-glucitole, L-cysteine-D-glucose, D-glucose trimethylene mercaptale. Schiffbases from 1,2-diamino-1,2-deoxy-D -glucitole and acetylacetone or from D-glucosone and 1.3-diaminopropane are reported.

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39

Jenkinson, Sarah F., K. Victoria Booth, Pushpakiran Gullapalli, et al. "1-Deoxy-L-mannitol (6-deoxy-L-mannitol orL-rhamnitol)." Acta Crystallographica Section E Structure Reports Online 64, no. 9 (2008): o1705—o1706. http://dx.doi.org/10.1107/s1600536808024586.

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40

Robinson, Jared, Indrajit Banerjee, and Alexandra Leclézio. "2-Deoxy D-Glucose in COVID-19: Current Research Trends." Journal of College of Medical Sciences-Nepal 18, no. 1 (2022): 80–84. http://dx.doi.org/10.3126/jcmsn.v18i1.37651.

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2-Deoxy D- glucose is a novel drug. It is an analogue of glucose which has innate therapeutic uses due to both its antiviral properties as well as its anti-neoplastic action. The SARS-CoV-2 virus binds to the host cell via the (S2) spike glycoprotein. Once viral entry has been gained into the host cell the virus hijacks the host’s intracellular machinery via 2 factors; 3CLproand NSP15. It has been shown through the use of Toxicity estimation software as well as via Molinspiration that 2-Deoxy D- glucose and its aforementioned isomers can effectively bind with 3CLpro and NSP15 and intern thus i

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41

Offer, J., J. C. Metcalfe, and G. A. Smith. "The uptake of 3H-labelled monodeoxyfluoro-myo-inositols into thymocytes and their incorporation into phospholipid in permeabilized cells." Biochemical Journal 291, no. 2 (1993): 553–60. http://dx.doi.org/10.1042/bj2910553.

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Monodeoxyfluoro-myo-inositols were applied to electropermeabilized and intact thymocyte preparations to study their metabolism and uptake in order to investigate their suitability as potential inhibitors of phosphoinositide-mediated cellular responses. Only three of the monodeoxyfluoro-myo-inositols were incorporated into the phospholipids of thymocytes: 1D-3-deoxy-3-fluoro-myo-inositol, 5-deoxy-5-fluoro-myo-inositol and 1D-6-deoxy-6-fluoro-myo-inositol, all of which were weaker substrates for phosphatidylinositol synthase than was myo-inositol. The 3-, 5- and 6-fluoro analogues also behaved a

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42

Kefurt, Karel, Karel Čapek, Zdeňka Kefurtová, and Jiří Jarý. "Preparation of 6-amino-6-deoxy-D-altronic acid and their derivatives." Collection of Czechoslovak Chemical Communications 51, no. 2 (1986): 391–400. http://dx.doi.org/10.1135/cccc19860391.

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Methyl 6-azido-3,5-di-O-benzoyl-6-deoxy-α- and -β-D-glucofuranosides (IIIandIV), obtained by methanolysis of 1,2-O-isopropylidene derivative II were converted via 2-O-methanesulfonyl esters V and VI to methyl 2,3-anhydro-6-azido-6-deoxy-α- and -β-D-mannofuranosides (VII or VIII, respectively). Epoxide VII when submitted to alkaline hydrolysis gave methyl 6-azido-6-deoxy-α-D-altrofuranoside (IX) exclusively, while epoxide VIII afforded a mixture of methyl 6-azido-6-deoxy-β-D-furanosides of altro (X) and gluco(XI) configuration in a 5 : 4 ratio. Altrofuranosides IX and X were converted to 6-azid

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43

Lee, Jin W., Fang Deng, Walter G. Yeomans, Alfred L. Allen, Richard A. Gross, and David L. Kaplan. "Direct Incorporation of Glucosamine andN-Acetylglucosamine into Exopolymers byGluconacetobacter xylinus (=Acetobacter xylinum) ATCC 10245: Production of Chitosan-Cellulose and Chitin-Cellulose Exopolymers." Applied and Environmental Microbiology 67, no. 9 (2001): 3970–75. http://dx.doi.org/10.1128/aem.67.9.3970-3975.2001.

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ABSTRACT Gluconacetobacter xylinus (=Acetobacter xylinum) ATCC 10245 incorporated 2-amino-2-deoxy-d-glucose (glucosamine) and 2-acetamido-2-deoxy-d-glucose (N-acetylglucosamine), but not 3-O-methyl-d-glucose or 2-deoxy-d-glucose into exopolymers. Incorporation was confirmed by gas chromatography with and without mass spectrometry, Fourier transform infrared, and 1H nuclear magnetic resonance. The average molar percentage of glucosamine andN-acetylglucosamine in the exopolymers was about 18%.

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Bird, P., D. H. Dolphin, and S. G. Withers. "The synthesis of protected 5-azido-5-deoxy-D-glucononitriles as precursors of glycosidase inhibitors." Canadian Journal of Chemistry 68, no. 2 (1990): 317–22. http://dx.doi.org/10.1139/v90-045.

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The successful syntheses of 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucononitrile and 2,3,4,6-tetra-O-benzyl-5-deoxy-5-trifluoroacetamido-D-glucononitrile starting from D-glucose are described. Unsuccessful attempts were made to convert these two compounds into a protected 5-amino-5-deoxy-D-glucononitrile and to subsequently cyclize them to an amidine analogue of glucose as a possible glycosidase inhibitor. Keywords: synthesis, amino-sugars, glycosidase inhibitors.

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45

Lin, Zhen-Jian, Tian-Jiao Zhu, Guo-Jian Zhang, Hong-Juan Wei, and Qian-Qun Gu. "Deoxy-cytochalasins from a marine-derived fungus Spicaria elegans." Canadian Journal of Chemistry 87, no. 3 (2009): 486–89. http://dx.doi.org/10.1139/v09-006.

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Treatment of Spicaria elegans with cytochrome P-450 inhibitor resulted in two new deoxy-cytochalasins, 7-deoxy-cytochalasin Z7 (1) and 7-deoxy-cytochalasin Z9 (2), which were recognized as plausible precursors of cytochalasins Z7 and Z9, respectively. Their structures were elucidated by spectroscopic methods and the absolute configuration of 1 was determined by the conventional Mosher ester method. Their cytotoxicities against two cancer cell lines were evaluated.

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46

Ruest, Luc, and Marco Dodier. "Ryanoids and related compounds. Identification of five new ryanoids from the plant Ryania speciosa Vahl. Formal total syntheses of 3-deoxyryanodol (cinnzeylanol), 10-O-acetyl-3-deoxyryanodol (cinnzeylanine), 2-deoxyryanodol, 2-deoxy-2-epiryanodol, 2,3-dideoxy-2,3-dihydroryanodol, 2-deoxy-3-epiryanodol, and 2-deoxy-3-epiryanodine." Canadian Journal of Chemistry 74, no. 12 (1996): 2424–33. http://dx.doi.org/10.1139/v96-271.

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In the course of a preliminary investigation on the relationships between the chemical structure of ryanoids and their affinity to the ryanodine binding site, we have isolated, from the plant Ryania speciosa Vahl, four new members of this family of natural insecticidal compounds (ryanoids 3,4,5, and 6) and corrected the reported structure of a fifth one (ryanoid 7). In addition, we have synthesized, from anhydroryanodol (10), new members of this family having fewer hydroxyl groups in ring A: cinnzeylanol (14) and cinnzeylanine (15), 2,3-dideoxy-2,3-dihydroryanodol (16), 2-deoxy-3-epiryanodol (

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47

Hanessian, Stephen, Oscar M. Saavedra, Miguel A. Vilchis-Reyes, and Ana M. Llaguno-Rueda. "Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine." MedChemComm 5, no. 8 (2014): 1166–71. http://dx.doi.org/10.1039/c4md00072b.

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48

Szarek, Walter A., Robert J. Rafka, Te-Fang Yang, and Olivier R. Martin. "Structure–sweetness relationships for fructose analogs. Part III. 3-Deoxy-D-erythro-hexulose (3-deoxy-D-fructose): composition in solution and evaluation of sweetness." Canadian Journal of Chemistry 73, no. 10 (1995): 1639–44. http://dx.doi.org/10.1139/v95-203.

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As part of continuing studies on the structural features responsible for the intense sweetness of D-fructose, 3-deoxy-D-erythro-hexulose (3-deoxy-D-fructose, 1) was prepared, its solution composition was determined, and its taste was evaluated. In aqueous solution, 3-deoxy-D-fructose exists as a complex mixture of five tautomeric forms in which the β-D-pyranose form is preponderant (52.5% at 22 °C) and the α-D-pyranose form is the least abundant (5%). Quite remarkable is the behavior of the open-chain keto form of 1: its content increases from 7.5% at 22 °C, to 36% at 82 °C, and to 47% at 97 °

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Hatfaludy, S., J. Shansky, and H. H. Vandenburgh. "Metabolic alterations induced in cultured skeletal muscle by stretch-relaxation activity." American Journal of Physiology-Cell Physiology 256, no. 1 (1989): C175—C181. http://dx.doi.org/10.1152/ajpcell.1989.256.1.c175.

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Avian pectoralis muscle cells differentiated in vitro are mechanically stimulated by repetitive stretch-relaxations of the cell's substratum. Their metabolic response to mechanical activity is determined by measuring rates of [3H]deoxy-D-glucose uptake and lactate efflux. These two metabolic parameters show a similar biphasic response to mechanical stimulation. During the first 4-6 h of activity, [3H]deoxy-D-glucose uptake and lactate efflux increase 34 and 26%, respectively; at 8 and 24 h of activity, [3H]deoxy-D-glucose uptake and lactate efflux are no longer elevated relative to control val

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50

Blair, Derek, Mingming Pu, Yanling K. Wang, et al. "D-3-deoxy-dioctanoyl-PI induces cell death in the human leukemic monocyte lymphoma cell line U-937 by disruption of the phosphatidylinositol 3-kinase (PI3K)/Akt pathway (89.33)." Journal of Immunology 178, no. 1_Supplement (2007): S155. http://dx.doi.org/10.4049/jimmunol.178.supp.89.33.

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Abstract D-3-deoxy-phosphatidylinositol derivatives have a potentially wide array of targets in the phosphatidylinositol 3-kinase (PI3K)/Akt signalling pathway. As such, these phosphatidylinositol molecules have been shown to have cytotoxic activity against a variety of human cancer cell lines. Here, we demonstrate that the D-3-deoxy-dioctanoyl-PI (D-diC8PI), but not the L-isomer or D-3,5-dideoxy-diC8PI, is able to induce the death of the U-937 human leukemic monocyte lymphoma cell line, even at low concentrations (&lt;50 μM). In order to further investigate the mechanism of the cytotoxici

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