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A 2-deoxy analogue of KDO as the first inhibitor of the enzyme CMP-KDO synthetase.

作者信息

Claesson A, Luthman K, Gustafsson K, Bondesson G

出版信息

Biochem Biophys Res Commun. 1987 Mar 30;143(3):1063-8. doi: 10.1016/0006-291x(87)90360-3.

DOI:10.1016/0006-291x(87)90360-3
PMID:3032181
Abstract

The two KDO analogues 2,6-anhydro-3-deoxy-D-glycero-D-galacto-octonate and 2,6-anhydro-3-deoxy-D-glycero-D-talo-octonate were synthesized and tested as inhibitors of the enzyme CTP:CMP-deoxyoctulosonate cytidylyltransferase (CMP-KDO synthetase) from Gram-negative bacteria. Only compound 4, the 2-deoxy analogue of beta-KDO-pyranose, was found to be an inhibitor with a Ki of 3.9 microM.

摘要

相似文献

1
A 2-deoxy analogue of KDO as the first inhibitor of the enzyme CMP-KDO synthetase.
Biochem Biophys Res Commun. 1987 Mar 30;143(3):1063-8. doi: 10.1016/0006-291x(87)90360-3.
2
Synthesis of analogues of 3-deoxy-D-manno-octulosonic acid (KDO) as potential inhibitors of CMP-KDO synthetase.3-脱氧-D-甘露糖辛酮酸（KDO）类似物的合成作为CMP-KDO合成酶的潜在抑制剂
Carbohydr Res. 1987 Sep 1;166(2):233-51. doi: 10.1016/0008-6215(87)80060-5.
3
Inhibition of exogenous 3-deoxy-D-manno-octulosonate incorporation into lipid A precursor of toluene-treated Salmonella typhimurium cells.抑制外源3-脱氧-D-甘露糖辛酮酸掺入经甲苯处理的鼠伤寒沙门氏菌细胞的脂多糖A前体中。
J Bacteriol. 1987 Sep;169(9):4030-5. doi: 10.1128/jb.169.9.4030-4035.1987.
4
A novel prodrug of an impermeant inhibitor of 3-deoxy-D-manno-2-octulosonate cytidylyltransferase has antibacterial activity.一种新型的3-脱氧-D-甘露-2-辛酮酸胞苷转移酶非渗透性抑制剂前药具有抗菌活性。
J Med Chem. 1989 Mar;32(3):625-9. doi: 10.1021/jm00123a021.
5
Synthesis of a simplified transition-state analogue in an attempt to obtain an inhibitor of CMP-KDO synthetase.
Acta Chem Scand (Cph). 1990 Nov;44(10):1058-61. doi: 10.3891/acta.chem.scand.44-1058.
6
Synthesis of C-(beta-D-glycosyl) analogues of 3-deoxy-D-manno-2-octulosonic acid (Kdo) as potential inhibitors of CMP-Kdo synthetase.3-脱氧-D-甘露-2-辛酮糖酸（Kdo）的C-（β-D-糖基）类似物的合成作为CMP-Kdo合成酶的潜在抑制剂
Carbohydr Res. 1990 Oct 10;206(2):269-76. doi: 10.1016/0008-6215(90)80066-c.
7
Synthesis of 8-substituted derivatives of the 2-deoxy analogue of 3-deoxy-beta-D-manno-2-octulopyranosonic acid (2-deoxy-beta-KDO) as inhibitors of 3-deoxy-D-manno-octulosonate cytidylyltransferase.3-脱氧-β-D-甘露-2-辛酮糖酸（2-脱氧-β-KDO）2-脱氧类似物的8-取代衍生物作为3-脱氧-D-甘露-辛酮糖酸胞苷酰转移酶抑制剂的合成。
J Med Chem. 1989 May;32(5):1069-74. doi: 10.1021/jm00125a023.
8
Structural analysis of two 2-deoxy analogues of alpha- and beta-KDO and the methyl alpha- and beta-glycosides of KDO, and determination of their metal-ion-binding properties.α-和β-KDO的两种2-脱氧类似物以及KDO的α-和β-甲基糖苷的结构分析及其金属离子结合特性的测定。
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9
A new class of synthetic antibacterials acting on lipopolysaccharide biosynthesis.一类作用于脂多糖生物合成的新型合成抗菌剂。
Nature. 1987;327(6124):730-2. doi: 10.1038/327730a0.
10
Determination of the anomeric specificity of the Escherichia coli CTP:CMP-3-deoxy-D-manno-octulosonate cytidylyltransferase by 13C NMR spectroscopy.利用碳-13核磁共振光谱法测定大肠杆菌CTP:CMP-3-脱氧-D-甘露糖辛酮酸胞苷酰转移酶的异头特异性
J Biol Chem. 1985 Nov 25;260(27):14695-700.

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Synthesis and Evaluation of 3‑Deoxy‑d--oct-2-ulosonic Acid Derivatives to Perturb Escherichia coli Lipopolysaccharide Biosynthesis.用于干扰大肠杆菌脂多糖生物合成的3-脱氧-D-甘露糖辛酮酸衍生物的合成与评价
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Structure-based mechanism of CMP-2-keto-3-deoxymanno-octulonic acid synthetase: convergent evolution of a sugar-activating enzyme with DNA/RNA polymerases.基于结构的 CMP-2-酮-3-去氧甘露庚酮糖酸合酶的作用机制：糖激活酶与 DNA/RNA 聚合酶的趋同进化。
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