Literature DB >> 2387780

The structure of tautomycetin, a dialkylmaleic anhydride antibiotic.

X C Cheng1, M Ubukata, K Isono.   

Abstract

The chemical structure of tautomycetin (C33H50O10) was determined by chemical degradation and spectroscopic evidence. Tautomycetin exists in methanol-buffer solution (1% diethylamine-formic acid, pH 7.3) as an equilibrium mixture of a 2,3-dialkylmaleic anhydride and its dicarboxylic acid. The structure of tautomycetin is similar to tautomycin in many respects.

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Year:  1990        PMID： 2387780     DOI： 10.7164/antibiotics.43.890

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN： 0021-8820            Impact factor:   2.649


  13 in total

1.  Functional characterization of TtnD and TtnF, unveiling new insights into tautomycetin biosynthesis.

Authors:  Yinggang Luo; Wenli Li; Jianhua Ju; Qiuping Yuan; Noel R Peters; F Michael Hoffmann; Sheng-Xiong Huang; Tim S Bugni; Scott Rajski; Hiroyuki Osada; Ben Shen
Journal:  J Am Chem Soc       Date:  2010-05-19       Impact factor: 15.419

2.  SHP2 is a target of the immunosuppressant tautomycetin.

Authors:  Sijiu Liu; Zhihong Yu; Xiao Yu; Sheng-Xiong Huang; Yinggang Luo; Li Wu; Weihua Shen; Zhenyun Yang; Lina Wang; Andrea M Gunawan; Rebecca J Chan; Ben Shen; Zhong-Yin Zhang
Journal:  Chem Biol       Date:  2011-01-28

3.  Biochemical and structural characterization of the tautomycetin thioesterase: analysis of a stereoselective polyketide hydrolase.

Authors:  Jamie B Scaglione; David L Akey; Rachel Sullivan; Jeffrey D Kittendorf; Christopher M Rath; Eung-Soo Kim; Janet L Smith; David H Sherman
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-02       Impact factor: 15.336

4.  Protein phosphatase type 2A, PP2A, is involved in degradation of gp130.

Authors:  Shinya Mitsuhashi; Hiroshi Shima; Nobuhiro Tanuma; Sumie Sasa; Kazunori Onoe; Makoto Ubukata; Kunimi Kikuchi
Journal:  Mol Cell Biochem       Date:  2005-01       Impact factor: 3.396

5.  Functional characterization of ttnI completing the tailoring steps for tautomycetin biosynthesis in Streptomyces griseochromogenes.

Authors:  Dong Yang; Wenli Li; Sheng-Xiong Huang; Ben Shen
Journal:  Org Lett       Date:  2012-02-17       Impact factor: 6.005

6.  Functional characterization of ttmM unveils new tautomycin analogs and insight into tautomycin biosynthesis and activity.

Authors:  Jianhua Ju; Wenli Li; Qiuping Yuan; Noel R Peters; F Michael Hoffmann; Scott R Rajski; Hiroyuki Osada; Ben Shen
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

7.  Immunosuppressive effects of tautomycetin in vivo and in vitro via T cell-specific apoptosis induction.

Authors:  Jae-Hyuck Shim; Heung-Kyu Lee; Eun-Ju Chang; Wook-Jin Chae; Jin-Hwan Han; Duck-Jong Han; Tomohiro Morio; Jung-Jin Yang; Alfred Bothwell; Sang-Kyou Lee
Journal:  Proc Natl Acad Sci U S A       Date:  2002-07-29       Impact factor: 11.205

8.  Characterization of the tautomycin biosynthetic gene cluster from Streptomyces spiroverticillatus unveiling new insights into dialkylmaleic anhydride and polyketide biosynthesis.

Authors:  Wenli Li; Jianhua Ju; Scott R Rajski; Hiroyuki Osada; Ben Shen
Journal:  J Biol Chem       Date:  2008-08-15       Impact factor: 5.157

9.  Functional characterization of the genes tauO, tauK, and tauI in the biosynthesis of tautomycetin.

Authors:  Fen Wang; Rixiang Kong; Bo Liu; Jing Zhao; Rongguo Qiu; Li Tang
Journal:  J Microbiol       Date:  2012-11-04       Impact factor: 3.422

10.  PP1:Tautomycetin Complex Reveals a Path toward the Development of PP1-Specific Inhibitors.

Authors:  Meng S Choy; Mark Swingle; Brandon D'Arcy; Kevin Abney; Scott F Rusin; Arminja N Kettenbach; Rebecca Page; Richard E Honkanen; Wolfgang Peti
Journal:  J Am Chem Soc       Date:  2017-11-28       Impact factor: 15.419
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