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Journal articles on the topic 'Deuterium compounds'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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1

Fodor-csorba, K., L. Bata, S. Holly, E. Gács-Baitz, and K. Ujszászy. "Deuterium labelled liquid crystalline compounds." Liquid Crystals 14, no. 6 (1993): 1863–72. http://dx.doi.org/10.1080/02678299308027721.

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2

Chai, CLL, DB Hay, and AR King. "Selectivity in Radical Reactions of Alanylglycine Anhydride Derivatives." Australian Journal of Chemistry 49, no. 5 (1996): 605. http://dx.doi.org/10.1071/ch9960605.

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Functionalization of N,N′- disubstituted alanylglycine anhydrides under radical conditions is described. The radical (7), generated ( i ) from reactions of N,N'- disubstituted alanylglycine anhydrides with N- bromosuccinimide , and (ii) from related bromo compounds by reaction with tributyltin deuteride , undergoes carbon-bromine and carbon-deuterium bond formation with moderate to high diastereoselectivities depending on the N- substituents present.

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3

Stolzenberg, Alan M., and Michelle A. Laliberte. "Deuterium exchange reactions of oxoporphyrin compounds." Journal of Organic Chemistry 52, no. 6 (1987): 1022–27. http://dx.doi.org/10.1021/jo00382a010.

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4

Ratishvili, I. G., and N. Z. Namoradze. "Redistribution of deuterium atoms in HfV2Dx compounds." Physics of the Solid State 43, no. 2 (2001): 199–206. http://dx.doi.org/10.1134/1.1349460.

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5

Clark, Charles C. "Electron Impact Mass Spectroscopy for Identification of Phencyclidine." Journal of AOAC INTERNATIONAL 69, no. 5 (1986): 814–20. http://dx.doi.org/10.1093/jaoac/69.5.814.

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Abstract The electron impact mass spectrum of phencyclidine (PCP) was studied using both deuterium-labeled analogs and high-resolution mass spectroscopy. The deuterium-labeled compounds used were d5.PCP having 5 deuterium atoms on the phenyl ring, d10.PCP having 10 deuterium atoms on the cyclohexyl ring, and d15.PCP having deuterium atoms on both the phenyl and cyclohexyl rings. The identities of some major fragments and some possible pathways for their formation are shown. Electron impact mass spectroscopy is shown to be a definitive test for the identification of PCP.

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6

Sidhu, Paul S., Jason Bell, Glenn H. Penner, and Kenneth R. Jeffrey. "A deuterium NMR study of guest molecular dynamics of acetone in two organic inclusion compounds." Canadian Journal of Chemistry 73, no. 12 (1995): 2196–207. http://dx.doi.org/10.1139/v95-273.

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Deuterium nuclear magnetic resonance (NMR) spectra and spin-lattice relaxation times (T1) are used to investigate the dynamics of the guest molecule, acetone, in tris(5-acetyl-3-thienyl)methane (TATM) and cyclotriveratrylene (CTV) inclusion compounds. 13C CPMAS powder NMR spectra were obtained for each clathrate, to verify inclusion. In acetone: TATM, the guest molecule is undergoing twofold reorientation about the CO bond, exchanging the two methyl groups. An activation energy of 20 (± 1.4) kJ/mol, for the two-site jump motion, was found, independently, from deuterium NMR spectra an T1 measur

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7

Thompson, Don W. "Determination of Volatile Organic Contaminants in Bulk Oils (Edible, Injectable, and Other Internal Medicinal) by Purge-and-Trap Gas Chromatography/Mass Spectrometry." Journal of AOAC INTERNATIONAL 77, no. 3 (1994): 647–54. http://dx.doi.org/10.1093/jaoac/77.3.647.

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Abstract Purge-and-trap gas chromatography/mass spectrometry is evaluated for the quantitation of part-per-billion levels of volatile organic contaminants in bulk vegetable oils. Results using 2 purge techniques (direct purging of the heated oil and purging after dispersing the oil on an aluminum oxide powder) and 2 quantitative methods (standard curve and deuterium-labeled internal standard addition) are reported. Twenty volatile compounds and 8 vegetable oils were investigated. Recovery data and estimated detection limits for each compound are reported for each purge technique. Generally acc

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8

den Boer, D. H. W., and W. A. J. Borg. "Mass spectrometric determination of deuterium in organic compounds." Recueil des Travaux Chimiques des Pays-Bas 71, no. 2 (2010): 120–24. http://dx.doi.org/10.1002/recl.19520710203.

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9

Bouranis, John, Laura Beaver, Jaewoo Choi, et al. "Effects of Collard Green Consumption on the Human Plasma and Urine Metabolome: An Untargeted Analysis." Current Developments in Nutrition 4, Supplement_2 (2020): 372. http://dx.doi.org/10.1093/cdn/nzaa045_005.

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Abstract Objectives Whereas phytochemicals derived from cruciferous vegetables have demonstrated health benefits, the data linking intake of these vegetables to health outcomes are inconsistent. These inconsistencies may stem from methodological limitations in accurately assessing cruciferous vegetable exposure. Goals of this study were to explore the use of endogenously deuterium-labeled collard greens combined with untargeted metabolomics to identify unique plant-derived and host-derived metabolites following vegetable consumption as potential biomarkers of cruciferous vegetable intake in hu

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10

Coleman, W. M., and Bert M. Gordon. "Examinations of the Matrix Isolation Fourier Transform Infrared Spectra of Organic Compounds: Part XVII." Applied Spectroscopy 43, no. 8 (1989): 1424–27. http://dx.doi.org/10.1366/0003702894204416.

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Qualitative and quantitative analysis of compounds in a complex mixture by gas chromatography/matrix isolation/Fourier transform infrared spectrometry (GC/MI/FT-IR) is described. The carbon-deuterium stretching mode was characterized and used for analysis since it has a unique position in the infrared spectrum. Compounds of varying functionalities were examined over a concentration range from 6 to 50 ng. Linear responses over this mass range were obtained. Flame ionization detection was used for collaborative detection in establishing the linearity of the responses. These results represent the

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11

Citron, Christian A., and Jeroen S. Dickschat. "[2H26]-1-epi-Cubenol, a completely deuterated natural product from Streptomyces griseus." Beilstein Journal of Organic Chemistry 9 (December 10, 2013): 2841–45. http://dx.doi.org/10.3762/bjoc.9.319.

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During growth on fully deuterated medium the volatile terpene [2H26]-1-epi-cubenol was released by the actinomycete Streptomyces griseus. This compound represents the first completely deuterated terpene obtained by fermentation. Despite a few previous reports in the literature the operability of this approach to fully deuterated compounds is still surprising, because the strong kinetic isotope effect of deuterium is known to slow down all metabolic processes in living organisms. Potential applications of completely labelled compounds from natural sources in structure elucidation, biosynthetic

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12

Ofosu-Asante, K., and L. M. Stock. "A selective method for deuterium exchange in hydroaromatic compounds." Journal of Organic Chemistry 51, no. 26 (1986): 5452–54. http://dx.doi.org/10.1021/jo00376a085.

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13

Lijinsky, W. "Deuterium isotope effects in carcinogenesis by N-nitroso compounds." Journal of Cancer Research and Clinical Oncology 112, no. 3 (1986): 229–39. http://dx.doi.org/10.1007/bf00395917.

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14

Frederiksen, Lottie B., Thomas H. Grobosch, John R. Jones, Shui-Yu Lu, and Chao-Cheng Zhao. "Microwave Enhanced Decarboxylations of Aromatic Carboxylic Acids: Improved Deuteriation/Tritiation Potential." Journal of Chemical Research 2000, no. 1 (2000): 42–43. http://dx.doi.org/10.3184/030823400103165644.

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15

Owen, T. "Deuterium in the Solar System." Highlights of Astronomy 9 (1992): 341–45. http://dx.doi.org/10.1017/s1539299600009175.

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AbstractValues of D/H measured in the methane on the giant planets and Titan indicate the presence of two distinct reservoirs of deuterium in the outer solar system. The dominant reservoir is in hydrogen gas, the second, multi-component reservoir is found in the hydrogen that is bound in condensed compounds. Both reservoirs appear to have originated in the interstellar medium. In contrast, the values of D/H in water vapor on Mars and Venus (especially) exhibit a large enrichment from the “condensed matter” starting value. Interpretation of this enrichment may illuminate the history of water on

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16

Owen, T. "Deuterium in the Solar System." Symposium - International Astronomical Union 150 (1992): 97–101. http://dx.doi.org/10.1017/s0074180900089774.

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Values of D/H measured in the methane on the giant planets and Titan indicate the presence of two distinct reservoirs of deuterium in the outer solar system. The dominant reservoir is in hydrogen gas, the second, multi-component reservoir is found in the hydrogen that is bound in condensed compounds. Both reservoirs appear to have originated in the interstellar medium. In contrast, the values of D/H in water vapor on Mars and Venus (especially) exhibit a large enrichment from the “condensed matter” starting value. Interpretation of this enrichment may illuminate the history of water on these t

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17

Salamanca-Riba, L., N. C. Yeh, M. S. Dresselhaus, M. Endo, and T. Enoki. "High-resolution transmission electron microscopy on KHx–GIC's." Journal of Materials Research 1, no. 1 (1986): 177–86. http://dx.doi.org/10.1557/jmr.1986.0177.

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The in-plane and c-axis structure of KHx—GIC's and KDy—GIC's is studied using transmission electron microscopy (TEM) and x-ray diffraction as a function of intercalation temperature and time. With the TEM, two commensurate in-plane phases are found to coexist in these compounds with relative concentrations depending on intercalation conditions. When the direct intercalation method is used, the first step of intercalation is the formation of a stage n potassium-GIC and the final compound is a stage n KHx—GIC (or KDy—GIC). Highresolution (00l) lattice images show direct evidence for intermediate

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18

Li, Peng, Kosaku Takahashi, Ahmed Elkhateeb, Hideyuki Matsuura, Teruhiko Yoshihara, and Kensuke Nabeta. "Bioconversion of Proposed Precursors into Theobroxide and Related Compounds." Natural Product Communications 6, no. 12 (2011): 1934578X1100601. http://dx.doi.org/10.1177/1934578x1100601202.

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We have previously reported a tetraketide origin for theobroxide and its related compound. In the present study, bioconversion of natural and deuterium-labeled precursors of this proposed biosynthetic pathway by Lasiodipoldia theobromae was investigated. Theobroxide was quantified after bioconversion from each proposed precursor. The transformation of the isotopically labeled precursor to products was tracked by 2H NMR measurement.

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19

Jacques, Vincent, Anthony W. Czarnik, Thomas M. Judge, Lex H. T. Van der Ploeg, and Sheila H. DeWitt. "Differentiation of antiinflammatory and antitumorigenic properties of stabilized enantiomers of thalidomide analogs." Proceedings of the National Academy of Sciences 112, no. 12 (2015): E1471—E1479. http://dx.doi.org/10.1073/pnas.1417832112.

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Therapeutics developed and sold as racemates can exhibit a limited therapeutic index because of side effects resulting from the undesired enantiomer (distomer) and/or its metabolites, which at times, forces researchers to abandon valuable scaffolds. Therefore, most chiral drugs are developed as single enantiomers. Unfortunately, the development of some chirally pure drug molecules is hampered by rapid in vivo racemization. The class of compounds known as immunomodulatory drugs derived from thalidomide is developed and sold as racemates because of racemization at the chiral center of the 3-amin

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20

Ma, Xiaodong, Jie An, Shihui Luo та ін. "Reductive Deuteration of Aromatic Esters for the Synthesis of α,α-Dideuterio Benzyl Alcohols Using D2O as Deuterium Source". Synlett 32, № 01 (2020): 51–56. http://dx.doi.org/10.1055/s-0040-1705944.

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Abstractα,α-Dideuterio benzyl alcohols are important building blocks for the synthesis of deuterium-labeled medicines and agrochemicals. We have developed the first general single-electron transfer reductive deuteration of readily commercially available aromatic esters for the synthesis of α,α-dideuterio benzyl alcohols using benign D2O and a mild single-electron donor SmI2. This operationally convenient method features very good functional group tolerance and high deuterium incorporations (>95% D2). The potential impact has been exemplified by the synthesis of numerous deuterium labeled bu

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21

KozÅowski, M. "Reduction and reductive alkylation of coals using deuterium containing compounds." Fuel 77, no. 6 (1998): 591–99. http://dx.doi.org/10.1016/s0016-2361(97)00140-3.

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22

De Ninno, A., A. La Barbera, and V. Violante. "Deformations induced by high loading ratios in palladium–deuterium compounds." Journal of Alloys and Compounds 253-254 (May 1997): 181–84. http://dx.doi.org/10.1016/s0925-8388(96)03082-4.

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23

Atzrodt, Jens, Volker Derdau, William J. Kerr, and Marc Reid. "Deuterium- and Tritium-Labelled Compounds: Applications in the Life Sciences." Angewandte Chemie International Edition 57, no. 7 (2018): 1758–84. http://dx.doi.org/10.1002/anie.201704146.

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24

Kim, Jae-Hwan, Mitsutaka Miyamoto, Yuta Hujii, and Masaru Nakamichi. "Reactivity and deuterium retention properties of titanium-beryllium intermetallic compounds." Intermetallics 82 (March 2017): 20–25. http://dx.doi.org/10.1016/j.intermet.2016.11.005.

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25

Barthez, Jean M., Anton V. Filikov, Lottie B. Frederiksen, Marie-Loire Huguet, John R. Jones, and Shui-Yu Lu. "Microwave-enhanced metal- and acid-catalysed hydrogen isotope exchange reactions." Canadian Journal of Chemistry 76, no. 6 (1998): 726–28. http://dx.doi.org/10.1139/v98-045.

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The benefits of using microwaves to accelerate the rates of hydrogen isotope exchange reactions are illustrated by reference to heterogeneous and homogeneous metal-catalysed reactions as well as to homogeneous acid-catalysed reactions. The results show that good incorporation of deuterium is obtained in very short time intervals, typically <20 min, and that the approach has considerable potential for the labeling of a wide range of compounds with both deuterium and, by implication, tritium.Key words: microwave enhanced deuteriations, hydrogen isotope exchange.

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26

Russak, Edward M., and Edward M. Bednarczyk. "Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals." Annals of Pharmacotherapy 53, no. 2 (2018): 211–16. http://dx.doi.org/10.1177/1060028018797110.

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Objective: Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Studies involving the human use of drugs labeled with deuterium suggest that these compounds may offer some advantages when compared with their nondeuterated counterparts. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs. Deutetrabenazine (Austedo, Teva Pharmaceutical Industries, Ltd) is the first deuterated drug to receive Food and Drug

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27

Gronenberg, Wulfila, Ajay Raikhelkar, Eric Abshire, et al. "Honeybees ( Apis mellifera ) learn to discriminate the smell of organic compounds from their respective deuterated isotopomers." Proceedings of the Royal Society B: Biological Sciences 281, no. 1778 (2014): 20133089. http://dx.doi.org/10.1098/rspb.2013.3089.

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The understanding of physiological and molecular processes underlying the sense of smell has made considerable progress during the past three decades, revealing the cascade of molecular steps that lead to the activation of olfactory receptor (OR) neurons. However, the mode of primary interaction of odorant molecules with the OR proteins within the sensory cells is still enigmatic. Two different concepts try to explain these interactions: the ‘odotope hypothesis’ suggests that OR proteins recognize structural aspects of the odorant molecule, whereas the ‘vibration hypothesis’ proposes that intr

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28

Zhang, Guangzhong, Yijian Shi, Renée Mosi, Thao Ho, and Peter Wan. "Enhanced basicity of 1,3-dialkoxy-substituted benzenes: cyclophane derivatives." Canadian Journal of Chemistry 72, no. 12 (1994): 2388–95. http://dx.doi.org/10.1139/v94-305.

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The photoprotonation of four dialkoxy-substituted benzenes in their excited singlet states has been studied. The parent systems 4 and 5 are regioselectively photoprotonated at the 2-position, with significant quantum efficiencies for deuterium incorporation at acidities greater than pH 2. The structurally related cyclophane derivatives 6 and 7 did not show any deuterium exchange over the same acidity range but fluorescence quenching by proton (in aqueous solution) and laser flash photolysis studies (in 1,1,1,3,3,3-hexafluoro-2-propanol) indicate that photoprotonation does take place with these

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29

Kselíková, Veronika, Vilém Zachleder, and Kateřina Bišová. "To Divide or Not to Divide? How Deuterium Affects Growth and Division of Chlamydomonas reinhardtii." Biomolecules 11, no. 6 (2021): 861. http://dx.doi.org/10.3390/biom11060861.

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Extensive in vivo replacement of hydrogen by deuterium, a stable isotope of hydrogen, induces a distinct stress response, reduces cell growth and impairs cell division in various organisms. Microalgae, including Chlamydomonas reinhardtii, a well-established model organism in cell cycle studies, are no exception. Chlamydomonas reinhardtii, a green unicellular alga of the Chlorophyceae class, divides by multiple fission, grows autotrophically and can be synchronized by alternating light/dark regimes; this makes it a model of first choice to discriminate the effect of deuterium on growth and/or d

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30

Roček, Josef, Vladimír Sváta, and Ladislav Lešetický. "Homogeneous hydrogenolysis of the C-I bond; Preparation of [5-2H]uracil." Collection of Czechoslovak Chemical Communications 50, no. 5 (1985): 1244–48. http://dx.doi.org/10.1135/cccc19851244.

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Reductive dehalogenation of 5-iodouracil by deuterium, catalysed by coordination compounds of transition metals, has been studied. Conditions were found under which the deuteration product contained 80% of [5-2H]uracil and less than 2% of [5,6-2H2]uracil.

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31

Ledovskaya, Maria S., Vladimir V. Voronin, Konstantin S. Rodygin, Alexandra V. Posvyatenko, Ksenia S. Egorova, and Valentine P. Ananikov. "Direct Synthesis of Deuterium-Labeled O-, S-, N-Vinyl Derivatives from Calcium Carbide." Synthesis 51, no. 15 (2019): 3001–13. http://dx.doi.org/10.1055/s-0037-1611518.

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A novel methodology for the preparation of trideuterovinyl derivatives of high purity directly from alcohols, thiols, and NH-compounds was developed. Commercially available calcium carbide and D2O acted as a D2-acetylene source, and DMSO-d 6 was used to complete the formation of the D2C=C(D)–X fragment (X = O, S, N). Polymerization of a selected trideuterovinylated compound showed a very promising potential of these substances in the synthesis of labeled polymeric materials. Biological activity of the synthesized trideuterovinyl derivatives was evaluated and the results indicated a significant

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32

Werstiuk, Nick Henry, and George Timmins. "Protium–deuterium exchange of alkylated benzenes in dilute acid at elevated temperatures." Canadian Journal of Chemistry 67, no. 11 (1989): 1744–47. http://dx.doi.org/10.1139/v89-269.

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Benzene (1), toluene (2), o-xylene (3), m-xylene (4), p-xylene (5), 1,2,3-trimethylbenzene (6), 1,2,4-trimethylbenzene (7), 1,3,5-trimethylbenzene (8), 1,2,3,4-tetramethylbenzene (9), 1,2,3,5-tetramethylbenzene (10), 1,2,4,5-tetramethylbenzene (11), pentamethylbenzene (12), hexamethylbenzene (13), hexaethylbenzene (14), ethylbenzene (15), and tetralin (16) have been labelled with deuterium by the high temperature – dilute acid (HTDA) method. In dilute DCl/D2O (0.14–0.27 M) at temperatures of 250–285 °C, the ring hydrogens of these compounds equilibrate with the deuterium pool. At temperatures

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33

Green, Malcolm L. H., Stephen L. J. Conway, and Linda H. Doerrer. "Hydrogen/deuterium exchange in alkyl-hydride derivatives of ansa-tungstenocene compounds." Polyhedron 24, no. 11 (2005): 1388–403. http://dx.doi.org/10.1016/j.poly.2005.05.004.

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34

ICHINOSE, Reiji, Mitsuru NAKAYAMA, Junji KURAMOTO, and Norio KURIHARA. "Synthesis of chiral (monomethyl-d3)methoxychlor and related deuterium-labeled compounds." Agricultural and Biological Chemistry 50, no. 5 (1986): 1331–32. http://dx.doi.org/10.1271/bbb1961.50.1331.

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35

Aubart, Mark A., and Louis H. Pignolet. "The catalysis of hydrogen-deuterium equilibration by platinum-gold cluster compounds." Journal of the American Chemical Society 114, no. 20 (1992): 7901–3. http://dx.doi.org/10.1021/ja00046a040.

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36

Ichinose, Reiji, Mitsuru Nakayama, Junji Kuramoto, and Norio Kurihara. "Synthesis of Chiral [monomethyl-d3]Methoxychlor and Related Deuterium-labeled Compounds." Agricultural and Biological Chemistry 50, no. 5 (1986): 1331–32. http://dx.doi.org/10.1080/00021369.1986.10867568.

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37

Bauer, Rupert, and Kurt Thomke. "Elucidation of the mechanism of elimination reactions with deuterium-labelled compounds." Journal of Molecular Catalysis 79, no. 1-3 (1993): 311–22. http://dx.doi.org/10.1016/0304-5102(93)85111-6.

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38

Egorov, A. M., S. A. Matyukhova, I. S. Demidova, V. V. Platonov, and V. A. Proskuryakov. "Determination of the deuterium content in organic compounds by gas chromatography." Russian Journal of Applied Chemistry 77, no. 8 (2004): 1331–35. http://dx.doi.org/10.1007/s11167-005-0024-6.

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39

Kim, Jae-Hwan, Taehyun Hwang, Suguru Nakano, Mitsutaka Miyamoto, Hirotomo Iwakiri, and Masaru Nakamichi. "Deuterium desorption and retention of Beryllium intermetallic compounds for fusion applications." Journal of Nuclear Materials 550 (July 2021): 152936. http://dx.doi.org/10.1016/j.jnucmat.2021.152936.

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40

Sidhu, Paul S., Jason Bell, Glenn H. Penner, and Kenneth R. Jeffrey. "A deuterium NMR study of guest molecular dynamics in tris(5-acetyl-3-thienyl) methane inclusion compounds." Canadian Journal of Chemistry 74, no. 10 (1996): 1784–94. http://dx.doi.org/10.1139/v96-199.

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Deuterium nuclear magnetic resonance (NMR) spectra and spin-lattice relaxation times (T1) are used to investigate the guest molecular dynamics of tris(5-acetyl-3-thienyl) methane (TATM) inclusion compounds. The seven guests: acetonitrile, nitromethane, dimethyl sulfoxide, benzene, mesitylene, ortho-xylene, and para-xylene show a wide variety of motional behaviour. The reorientation of acetonitrile in TATM and nitromethane in TATM were both modelled as precession on a cone, the base of which is more elliptical in shape for nitromethane, as would be expected considering their molecular symmetrie

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41

Ben, Haoxi, Mark W. Jarvis, Mark R. Nimlos, et al. "Application of a Pyroprobe–Deuterium NMR System: Deuterium Tracing and Mechanistic Study of Upgrading Process for Lignin Model Compounds." Energy & Fuels 30, no. 4 (2016): 2968–74. http://dx.doi.org/10.1021/acs.energyfuels.5b02729.

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42

Afanas’ev, Viktor P., Yuliya N. Bodisko, Aleksandr S. Gryazev, Pavel S. Kaplya, and Martin Koeppen. "Determining the Relative Concentration of Deuterium Implanted in Beryllium Based on the Elastic Peak Electron Spectroscopy." Vestnik MEI 5, no. 5 (2020): 89–97. http://dx.doi.org/10.24160/1993-6982-2020-5-89-97.

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The relative concentration of deuterium implanted in beryllium is determined on the basis of the elastic peak electron spectroscopy. To consistently determine the energy spectra of reflected electrons, the method of partial intensities is used, which is based on solving the boundary problem for the transport equation by the invariant imbedding method. The differential inelastic scattering cross sections are reconstructed using a fitting procedure based on the multiple solution of the direct problem with fitting parameters. High efficiency of the fitting procedure is achieved through constructi

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43

Reese, Paul B., Laird A. Trimble, and John C. Vederas. "Detection of deuterium labelling by two-dimensional 1H,13C nuclear magnetic resonance shift correlation with 2H decoupling." Canadian Journal of Chemistry 64, no. 7 (1986): 1377–84. http://dx.doi.org/10.1139/v86-236.

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Methylene groups that are stereospecifically labelled with deuterium can be easily observed using deuterium-decoupled 2-dimensional proton/carbon nmr shift correlation spectroscopy in either normal or CH-selective mode. Application of the technique to [3-2H]camphors 2, 3, and 4 shows that overlap of other 13C resonances does not interfere with the 2H detection. Such experiments with [3-2H]-N-benzoylphenylalanine methyl esters 6 and 7 demonstrate that identification of labelled diastereotopic hydrogens can be done if they are separated by 0.1 ppm in the 1H nmr spectrum. Fully deuterated carbons

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44

Lee, W. N., S. Bassilian, Z. Guo, et al. "Measurement of fractional lipid synthesis using deuterated water (2H2O) and mass isotopomer analysis." American Journal of Physiology-Endocrinology and Metabolism 266, no. 3 (1994): E372—E383. http://dx.doi.org/10.1152/ajpendo.1994.266.3.e372.

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Fractional biosynthesis of palmitate, stearate, and cholesterol was determined with deuterated water (2H2O) using mass isotopomer analysis in Hep G2 and MCA sarcoma cells in culture. The method employed differs from previous ones in that the number of deuterium atoms from 2H2O incorporated into newly synthesized molecules was determined and not assumed. After correction for background natural abundances, the isotopomer distribution due to deuterium incorporation in fatty acids and cholesterol was shown to follow a simple binomial distribution depending on the deuterium enrichment in water (p)

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45

Smith, Peter James, Kanchugarakoppal S. Rangappa та Kenneth Charles Westaway. "Secondary α-deuterium kinetic isotope effects for the E2 reaction of the 2-phenylethyl halides with tert-butoxide ion in tert-butyl alcohol". Canadian Journal of Chemistry 63, № 1 (1985): 100–102. http://dx.doi.org/10.1139/v85-017.

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Secondary α-deuterium kinetic isotope effects have been determined for the elimination reactions of 2-phenylethyl halides with tert-butoxide in tert-butyl alcohol at 40 °C in the presence and absence of the crown ether 18C6. The second-order rate constant k2 and the normal (kH/kD)α effect remained constant when the tert-butoxide concentration was varied for reaction of the iodo and bromo compounds. However, both the magnitude of k2 and the secondary α-deuterium isotope effect were significantly dependent on [t-BuO−] when chlorine and fluorine are the leaving groups. It is noteworthy that (kH/k

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Siegel, Marshall M., and Norman B. Colthup. "Molecular Orbital Study of Reaction Processes in the Thermospray Mass Spectra of Deuterated Penicillins." Applied Spectroscopy 43, no. 7 (1989): 1215–22. http://dx.doi.org/10.1366/0003702894203624.

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Mass spectra of penicillin compounds were generated with the use of a thermospray mass spectrometer interface and deuterated solvents. Deuterium ion addition sites to the parent ion and the substituted ketene and thiazoline fragment ions were investigated with the use of molecular orbital calculations for computing the relative proton affinities for the various ion isomers. The energetics of the beta-lactam ring cleavage, which generates the fragment ions, were calculated, as well as the energetics of various C-H to C-D hydrogen-deuterium exchange processes, which generate the substituted kete

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Mooibroek, Sandra, Roderick E. Wasylishen, J. B. Macdonald, Christopher I. Ratcliffe, and John A. Ripmeester. "A nuclear magnetic resonance study of tert-butylaldehyde and tert-butyliodide." Canadian Journal of Chemistry 66, no. 4 (1988): 734–40. http://dx.doi.org/10.1139/v88-128.

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Deuterium nuclear magnetic resonance lineshapes for polycrystalline (CD3)3CCHO and (CD3)3CI have been investigated between 100 K and the melting point of each sample. As in other tert-butyl compounds, rotational motion of methyl and tert-butyl groups occurs in the lowest temperature phase, while the solid phase just below the melting point is characterized by overall molecular rotations in both tert-butylaldehyde and tert-butyliodide. The "rotator" phase is observed in tert-butyliodide-d9 between 239 and 212 K only upon cooling; no solid–solid phase transition is observed upon heating. In (CD3

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48

Hartmann, Benedikt, Max Müller, Lisa Seyler, et al. "Feasibility of deuterium magnetic resonance spectroscopy of 3-O-Methylglucose at 7 Tesla." PLOS ONE 16, no. 6 (2021): e0252935. http://dx.doi.org/10.1371/journal.pone.0252935.

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Deuterium Magnetic Resonance Spectroscopy (DMRS) is a non-invasive technique that allows the detection of deuterated compounds in vivo. DMRS has a large potential to analyze uptake, perfusion, washout or metabolism, since deuterium is a stable isotope and therefore does not decay during biologic processing of a deuterium labelled substance. Moreover, DMRS allows the distinction between different deuterated substances. In this work, we performed DMRS of deuterated 3-O-Methylglucose (OMG). OMG is a non-metabolizable glucose analog which is transported similar to D-glucose. DMRS of OMG was perfor

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Syroeshkin, A. V., T. E. Elizarova, T. V. Pleteneva, et al. "The Influence of Deuterium on the Properties of Pharmaceutical Substances (Review)." Drug development & registration 9, no. 2 (2020): 24–32. http://dx.doi.org/10.33380/2305-2066-2020-9-2-24-32.

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Introduction. The study discusses the hydrogen isotope 2 H effect on the biological activity of pharmaceutical substances.Text. Two aspects of the deuterium effect on the properties of active pharmaceutical ingredients and excipients are considered. The first one involves the use of deuterated substances, new compounds or substituted counterparts. Replacing protium with deuterium is used to reduce the rate of biotransformation. The kinetic isotope effect (KIE), expressed in a decrease in the rate of biotransformation as a result of deuteration, allows us to predict the rapid development of new

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Vaz, Frédéric M., Bela Melegh, Judit Bene, et al. "Analysis of Carnitine Biosynthesis Metabolites in Urine by HPLC–Electrospray Tandem Mass Spectrometry." Clinical Chemistry 48, no. 6 (2002): 826–34. http://dx.doi.org/10.1093/clinchem/48.6.826.

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Abstract Background: We developed a method to determine the urinary concentrations of metabolites in the synthetic pathway for carnitine from N6-trimethyllysine and applied this method to determine their excretion in control individuals. In addition, we investigated whether newborns are capable of carnitine synthesis from deuterium-labeled N6-trimethyllysine. Methods: Urine samples were first derivatized with methyl chloroformate. Subsequently, the analytes were separated by ion-pair, reversed-phase HPLC and detected online by electrospray tandem mass spectrometry. Stable-isotope-labeled refer

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