Literature DB >> 21183343

A novel transition state analog inhibitor of guanase based on azepinomycin ring structure: Synthesis and biochemical assessment of enzyme inhibition.

Saibal Chakraborty1, Niti H Shah, James C Fishbein, Ramachandra S Hosmane.   

Abstract

Synthesis and biochemical inhibition studies of a novel transition state analog inhibitor of guanase bearing the ring structure of azepinomycin have been reported. The compound was synthesized in five-steps from a known compound and biochemically screened against the rabbit liver guanase. The compound exhibited competitive inhibition profile with a K(i) of 16.7±0.5μM. Copyright Â
© 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 21183343      PMCID： PMC3035156          DOI： 10.1016/j.bmcl.2010.11.109

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  34 in total

1.  Crystal structure of Bacillus subtilis guanine deaminase: the first domain-swapped structure in the cytidine deaminase superfamily.

Authors:  Shwu-Huey Liaw; Yu-Jui Chang; Cheng-Tsung Lai; Hui-Chuan Chang; Gu-Gang Chang
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Journal:  Rinsho Shinkeigaku       Date:  1989-07

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5.  Cloning and characterization of human guanine deaminase. Purification and partial amino acid sequence of the mouse protein.

Authors:  G Yuan; J C Bin; D J McKay; F F Snyder
Journal:  J Biol Chem       Date:  1999-03-19       Impact factor: 5.157

6.  A unique ring-expanded acyclic nucleoside analogue that inhibits both adenosine deaminase (ADA) and guanine deaminase (GDA; guanase): synthesis and enzyme inhibition studies of 4,6-diamino-8H-1-hydroxyethoxymethyl-8-iminoimidazo[4,5-e][1,3]diazepine.

Authors:  L Wang; R S Hosmane
Journal:  Bioorg Med Chem Lett       Date:  2001-11-19       Impact factor: 2.823

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Authors:  G Shiota; J Fukada; T Ito; M Tsukizawa; M Yamada; M Sato
Journal:  Jpn J Med       Date:  1989 Jan-Feb

8.  Analogues of azepinomycin as inhibitors of guanase.

Authors:  V P Rajappan; R S Hosmane
Journal:  Nucleosides Nucleotides       Date:  1998-07

9.  Uridine kinase, adenylate kinase, and guanase in human lung tumors.

Authors:  O Greengard; J F Head; S L Goldberg
Journal:  Cancer Res       Date:  1980-07       Impact factor: 12.701

10.  Remissions in hairy-cell leukemia with pentostatin (2'-deoxycoformycin).

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Journal:  N Engl J Med       Date:  1987-04-02       Impact factor: 91.245
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  3 in total

1.  Analogs of iso-azepinomycin as potential transition-state analog inhibitors of guanase: synthesis, biochemical screening, and structure-activity correlations of various selectively substituted imidazo[4,5-e][1,4]diazepines.

Authors:  Saritha Tantravedi; Saibal Chakraborty; Niti H Shah; James C Fishbein; Ramachandra S Hosmane
Journal:  Bioorg Med Chem       Date:  2013-07-11       Impact factor: 3.641

2.  Investigations into specificity of azepinomycin for inhibition of guanase: discrimination between the natural heterocyclic inhibitor and its synthetic nucleoside analogues.

Authors:  Saibal Chakraborty; Niti H Shah; James C Fishbein; Ramachandra S Hosmane
Journal:  Bioorg Med Chem Lett       Date:  2012-10-02       Impact factor: 2.823

3.  Real-Time Monitoring of Human Guanine Deaminase Activity by an Emissive Guanine Analog.

Authors:  Marcela S Bucardo; You Wu; Paul T Ludford; Yao Li; Andrea Fin; Yitzhak Tor
Journal:  ACS Chem Biol       Date:  2021-06-30       Impact factor: 4.634
  3 in total

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