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Journal articles on the topic 'Pactamycine'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stéphane Dorich, Shyamapada Banerjee, and Benoît Deschênes-Simard. "Total Synthesis of Pactamycin and Pactamycate: A Detailed Account." Journal of Organic Chemistry 77, no. 21 (2012): 9458–72. http://dx.doi.org/10.1021/jo301638z.

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2

Nishikawa, Toshio, Nobuyuki Matsumoto, and Atsuo Nakazaki. "Concise Synthesis of a Cyclopentane Intermediate Possessing All Nitrogen Functionalities for Pactamycin." Synlett 28, no. 17 (2017): 2303–6. http://dx.doi.org/10.1055/s-0036-1588495.

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Pactamycin, a potent antitumor and antimicrobial antibiotic, possesses a densely functionalized cyclopentane core structure. This paper describes the concise synthesis of an advanced intermediate for synthesizing the enantiomer of pactamycin that contains the cyclopentane skeleton bearing all the necessary amino functions with correct stereochemistries.

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3

Codelli, J. A., and S. E. Reisman. "Pactamycin Made Easy." Science 340, no. 6129 (2013): 152–53. http://dx.doi.org/10.1126/science.1236882.

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4

Ito, Takuya, Niran Roongsawang, Norifumi Shirasaka, et al. "Deciphering Pactamycin Biosynthesis and Engineered Production of New Pactamycin Analogues." ChemBioChem 10, no. 13 (2009): 2253–65. http://dx.doi.org/10.1002/cbic.200900339.

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5

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stéphane Dorich, et al. "Total Synthesis of Pactamycin." Angewandte Chemie 123, no. 15 (2011): 3559–62. http://dx.doi.org/10.1002/ange.201008079.

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6

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stéphane Dorich, et al. "Total Synthesis of Pactamycin." Angewandte Chemie International Edition 50, no. 15 (2011): 3497–500. http://dx.doi.org/10.1002/anie.201008079.

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7

Abugrain, Mostafa E., Wanli Lu, Yuexin Li, et al. "Interrogating the Tailoring Steps of Pactamycin Biosynthesis and Accessing New Pactamycin Analogues." ChemBioChem 17, no. 17 (2016): 1585–88. http://dx.doi.org/10.1002/cbic.201600261.

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8

Rodrigues, Romain, Yanis Lazib, Julien Maury, et al. "Approach to pactamycin analogues using rhodium(ii)-catalyzed alkene aziridination and C(sp3)–H amination reactions." Organic Chemistry Frontiers 5, no. 6 (2018): 948–53. http://dx.doi.org/10.1039/c7qo00878c.

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9

Yamaguchi, Mami, Minami Hayashi, Yasumasa Hamada, and Tetsuhiro Nemoto. "Synthetic Study of Pactamycin: Enantioselective Construction of the Pactamycin Core with Five Contiguous Stereocenters." Organic Letters 18, no. 10 (2016): 2347–50. http://dx.doi.org/10.1021/acs.orglett.6b00761.

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10

Calcutt, Michael J., and Eric Cundliffe. "Resistance to pactamycin in clones of Streptomyces lividans containing DNA from pactamycin-producing Streptomyces pactum." Gene 93, no. 1 (1990): 85–89. http://dx.doi.org/10.1016/0378-1119(90)90140-m.

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11

HURLEY, T. R., T. A. SMITKA, J. H. WILTON, R. H. BUNGE, G. C. HOKANSON, and J. C. FRENCH. "PD113,618 and PD118,309, new pactamycin analogs." Journal of Antibiotics 39, no. 8 (1986): 1086–91. http://dx.doi.org/10.7164/antibiotics.39.1086.

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12

Knapp, Spencer, and Younong Yu. "Synthesis of the Oxygenated Pactamycin Core." Organic Letters 9, no. 7 (2007): 1359–62. http://dx.doi.org/10.1021/ol0702472.

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13

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stephane Dorich, et al. "ChemInform Abstract: Total Synthesis of Pactamycin." ChemInform 42, no. 32 (2011): no. http://dx.doi.org/10.1002/chin.201132199.

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14

Abugrain, Mostafa E., Wanli Lu, Yuexin Li, et al. "Cover Picture: Interrogating the Tailoring Steps of Pactamycin Biosynthesis and Accessing New Pactamycin Analogues (ChemBioChem 17/2016)." ChemBioChem 17, no. 17 (2016): 1579. http://dx.doi.org/10.1002/cbic.201600434.

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15

Ohmi, Kohki, Yusuke Miura, Yuta Nakao, et al. "Pactamycin and Its Derivatives: Improved Synthesis Route." European Journal of Organic Chemistry 2020, no. 4 (2020): 488–91. http://dx.doi.org/10.1002/ejoc.201901747.

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16

Kelly, R., D. R. Shaw, and H. L. Ennis. "Role of protein synthesis in decay and accumulation of mRNA during spore germination in the cellular slime mold Dictyostelium discoideum." Molecular and Cellular Biology 7, no. 2 (1987): 799–805. http://dx.doi.org/10.1128/mcb.7.2.799.

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Spore germination in Dictyostelium discoideum is a particularly suitable model for studying the regulation of gene expression, since developmentally regulated changes in both protein and mRNA synthesis occur during the transition from dormant spore to amoeba. The previous isolation of three cDNA clones specific for mRNA developmentally regulated during spore germination allowed for the quantitation of the specific mRNAs during this process. The three mRNAs specific to clones pLK109, pLK229, and pRK270 have half-lives much shorter (minutes) than those of constitutive mRNAs (hours). Using spore

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17

Kelly, R., D. R. Shaw, and H. L. Ennis. "Role of protein synthesis in decay and accumulation of mRNA during spore germination in the cellular slime mold Dictyostelium discoideum." Molecular and Cellular Biology 7, no. 2 (1987): 799–805. http://dx.doi.org/10.1128/mcb.7.2.799-805.1987.

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Spore germination in Dictyostelium discoideum is a particularly suitable model for studying the regulation of gene expression, since developmentally regulated changes in both protein and mRNA synthesis occur during the transition from dormant spore to amoeba. The previous isolation of three cDNA clones specific for mRNA developmentally regulated during spore germination allowed for the quantitation of the specific mRNAs during this process. The three mRNAs specific to clones pLK109, pLK229, and pRK270 have half-lives much shorter (minutes) than those of constitutive mRNAs (hours). Using spore

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18

Tejedor, Francisco, Ricardo Amils, and Juan P. G. Ballesta. "Pactamycin binding site on archaebacterial and eukaryotic ribosomes." Biochemistry 26, no. 2 (1987): 652–56. http://dx.doi.org/10.1021/bi00376a042.

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19

Malinowski, J. T., R. J. Sharpe, and J. S. Johnson. "Enantioselective Synthesis of Pactamycin, a Complex Antitumor Antibiotic." Science 340, no. 6129 (2013): 180–82. http://dx.doi.org/10.1126/science.1234756.

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20

Matsumoto, Nobuyuki, Takashi Tsujimoto, Atsuo Nakazaki, Minoru Isobe, and Toshio Nishikawa. "Synthetic studies on pactamycin, a potent antitumor antibiotic." RSC Advances 2, no. 25 (2012): 9448. http://dx.doi.org/10.1039/c2ra21060f.

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21

Miura, Yusuke, Hitoshi Ouchi, Makoto Inai, et al. "Synthetic Studies on Pactamycin: A Synthesis of Johnson’s Intermediate." Organic Letters 22, no. 9 (2020): 3515–18. http://dx.doi.org/10.1021/acs.orglett.0c00959.

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22

Dinos, George, Daniel N. Wilson, Yoshika Teraoka, et al. "Dissecting the Ribosomal Inhibition Mechanisms of Edeine and Pactamycin." Molecular Cell 13, no. 1 (2004): 113–24. http://dx.doi.org/10.1016/s1097-2765(04)00002-4.

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23

Kim, Taejung, Shohei Matsushita, So Matsudaira, et al. "Total Synthesis of Pactalactam, an Imidazolidinone-Type Pactamycin Analogue." Organic Letters 21, no. 10 (2019): 3554–57. http://dx.doi.org/10.1021/acs.orglett.9b00905.

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24

Brumsted, Corey J., Evan L. Carpenter, Arup K. Indra, and Taifo Mahmud. "Asymmetric Synthesis and Biological Activities of Pactamycin-Inspired Aminocyclopentitols." Organic Letters 20, no. 2 (2018): 397–400. http://dx.doi.org/10.1021/acs.orglett.7b03681.

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25

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stéphane Dorich, et al. "Titelbild: Total Synthesis of Pactamycin (Angew. Chem. 15/2011)." Angewandte Chemie 123, no. 15 (2011): 3383. http://dx.doi.org/10.1002/ange.201101592.

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26

Almabruk, Khaled H., Wanli Lu, Yuexin Li, Mostafa Abugreen, Jane X. Kelly, and Taifo Mahmud. "Mutasynthesis of Fluorinated Pactamycin Analogues and Their Antimalarial Activity." Organic Letters 15, no. 7 (2013): 1678–81. http://dx.doi.org/10.1021/ol4004614.

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27

Scammell, J. G., and D. L. Valentine. "Induction of secretogranin II mRNA by protein synthesis inhibitors in GH4C1 cells." American Journal of Physiology-Endocrinology and Metabolism 267, no. 5 (1994): E656—E661. http://dx.doi.org/10.1152/ajpendo.1994.267.5.e656.

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The effect of cycloheximide (CHX) on the expression of secretogranin II (SgII), a member of the granin family of secretory proteins, was investigated in rat pituitary GH4C1 (GH) cells. The administration of CHX resulted in a dose- and time-dependent increase in SgII mRNA expression, the greatest effect (3.8-fold above control) being achieved with 1 microgram/ml CHX, which resulted in > 90% inhibition of protein synthesis. Emetine (1 microgram/ml), pactamycin (0.6 microgram/ml), anisomycin (2.5 micrograms/ml), and puromycin (100 micrograms/ml), protein synthesis inhibitors structurally and m

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28

Tejedor, Francisco, Ricardo Amils, and Juan P. G. Ballesta. "Photoaffinity labeling of the pactamycin binding site on eubacterial ribosomes." Biochemistry 24, no. 14 (1985): 3667–72. http://dx.doi.org/10.1021/bi00335a040.

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29

Sharpe, Robert J., Justin T. Malinowski, and Jeffrey S. Johnson. "Asymmetric Synthesis of the Aminocyclitol Pactamycin, a Universal Translocation Inhibitor." Journal of the American Chemical Society 135, no. 47 (2013): 17990–98. http://dx.doi.org/10.1021/ja409944u.

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30

Nishikawa, Toshio, Minoru Isobe, Takashi Tsujimoto, and Daisuke Urabe. "Synthesis of Functionalized Cyclopentane for Pactamycin, a Potent Antitumor Antibiotic." Synlett, no. 3 (2005): 433–36. http://dx.doi.org/10.1055/s-2004-837223.

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31

Malinowski, Justin T., Robert J. Sharpe, and Jeffrey S. Johnson. "ChemInform Abstract: Enantioselective Synthesis of Pactamycin, a Complex Antitumor Antibiotic." ChemInform 44, no. 38 (2013): no. http://dx.doi.org/10.1002/chin.201338207.

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32

Mankin, Alexander S. "Pactamycin resistance mutations in functional sites of 16 S rRNA." Journal of Molecular Biology 274, no. 1 (1997): 8–15. http://dx.doi.org/10.1006/jmbi.1997.1387.

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33

Kisunzu, Jessica K., and Richmond Sarpong. "Hidden Symmetry Enables a 15-Step Total Synthesis of Pactamycin." Angewandte Chemie International Edition 52, no. 41 (2013): 10694–96. http://dx.doi.org/10.1002/anie.201305464.

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34

Kisunzu, Jessica K., and Richmond Sarpong. "Totalsynthese von Pactamycin in 15 Stufen: strategische Nutzung latenter Symmetrieelemente." Angewandte Chemie 125, no. 41 (2013): 10890–92. http://dx.doi.org/10.1002/ange.201305464.

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35

Eida, Auday A., Mostafa E. Abugrain, Corey J. Brumsted, and Taifo Mahmud. "Glycosylation of acyl carrier protein-bound polyketides during pactamycin biosynthesis." Nature Chemical Biology 15, no. 8 (2019): 795–802. http://dx.doi.org/10.1038/s41589-019-0314-6.

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36

Haussener, Travis J., and Ryan E. Looper. "Access to the Pactamycin Core via an Epoxide Opening Cascade." Organic Letters 14, no. 14 (2012): 3632–35. http://dx.doi.org/10.1021/ol301461e.

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37

DOBASHI, KAZUYUKI, KUNIO ISSHIKI, TSUTOMU SAWA, et al. "8"-Hydroxypactamycin and 7-deoxypactamycin, new members of the pactamycin group." Journal of Antibiotics 39, no. 12 (1986): 1779–83. http://dx.doi.org/10.7164/antibiotics.39.1779.

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38

Goto, Atsumi, Satoshi Yoshimura, Yuta Nakao, et al. "Synthetic Study on Pactamycin: Stereoselective Synthesis of the Cyclopentane Core Framework." Organic Letters 19, no. 13 (2017): 3358–61. http://dx.doi.org/10.1021/acs.orglett.7b01257.

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39

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Amit Kumar Chattopadhyay, Stéphane Dorich, and Christian Lavallée. "Probing functional diversity in pactamycin toward antibiotic, antitumor, and antiprotozoal activity." Bioorganic & Medicinal Chemistry 21, no. 7 (2013): 1775–86. http://dx.doi.org/10.1016/j.bmc.2013.01.037.

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40

Egebjerg, J., and R. A. Garrett. "Binding sites of the antibiotics pactamycin and celesticetin on ribosomal RNAs." Biochimie 73, no. 7-8 (1991): 1145–49. http://dx.doi.org/10.1016/0300-9084(91)90158-w.

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41

Malinowski, Justin T., Stefan J. McCarver, and Jeffrey S. Johnson. "Diastereocontrolled Construction of Pactamycin’s Complex Ureido Triol Functional Array." Organic Letters 14, no. 11 (2012): 2878–81. http://dx.doi.org/10.1021/ol301140c.

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42

Su, Justin Y., David E. Olson, Stephen I. Ting, and J. Du Bois. "Synthetic Studies Toward Pactamycin Highlighting Oxidative C–H and Alkene Amination Technologies." Journal of Organic Chemistry 83, no. 13 (2018): 7121–34. http://dx.doi.org/10.1021/acs.joc.8b00142.

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43

Hanessian, Stephen, Ramkrishna Reddy Vakiti, Stéphane Dorich, et al. "Cover Picture: Total Synthesis of Pactamycin (Angew. Chem. Int. Ed. 15/2011)." Angewandte Chemie International Edition 50, no. 15 (2011): 3325. http://dx.doi.org/10.1002/anie.201101592.

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44

Kisunzu, Jessica K., and Richmond Sarpong. "ChemInform Abstract: Hidden Symmetry Enables a 15-Step Total Synthesis of Pactamycin." ChemInform 44, no. 52 (2013): no. http://dx.doi.org/10.1002/chin.201352235.

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45

Sharpe, Robert J., Justin T. Malinowski, and Jeffrey S. Johnson. "ChemInform Abstract: Asymmetric Synthesis of the Aminocyclitol Pactamycin, a Universal Translocation Inhibitor." ChemInform 45, no. 22 (2014): no. http://dx.doi.org/10.1002/chin.201422202.

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46

Eida, Auday A., and Taifo Mahmud. "The secondary metabolite pactamycin with potential for pharmaceutical applications: biosynthesis and regulation." Applied Microbiology and Biotechnology 103, no. 11 (2019): 4337–45. http://dx.doi.org/10.1007/s00253-019-09831-x.

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47

Lu, Wanli, Abdullah R. Alanzi, Mostafa E. Abugrain, Takuya Ito, and Taifo Mahmud. "Global and pathway-specific transcriptional regulations of pactamycin biosynthesis in Streptomyces pactum." Applied Microbiology and Biotechnology 102, no. 24 (2018): 10589–601. http://dx.doi.org/10.1007/s00253-018-9375-9.

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48

Synetos, Dennis, Ricardo Amils, and Juan P. G. Ballesta. "Photolabeling of protein components in the pactamycin binding site of rat liver ribosomes." Biochimica et Biophysica Acta (BBA) - Gene Structure and Expression 868, no. 4 (1986): 249–53. http://dx.doi.org/10.1016/0167-4781(86)90061-8.

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49

Goto, Atsumi, Satoshi Yoshimura, Yuta Nakao, et al. "Correction to Synthetic Study on Pactamycin: Stereoselective Synthesis of the Cyclopentane Core Framework." Organic Letters 20, no. 3 (2018): 896. http://dx.doi.org/10.1021/acs.orglett.7b04009.

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50

Tourigny, David S., Israel S. Fernández, Ann C. Kelley, et al. "Crystal Structure of a Bioactive Pactamycin Analog Bound to the 30S Ribosomal Subunit." Journal of Molecular Biology 425, no. 20 (2013): 3907–10. http://dx.doi.org/10.1016/j.jmb.2013.05.004.

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