Literature DB >> 14602592

Use of bacterial gamma-glutamyltranspeptidase for enzymatic synthesis of gamma-D-glutamyl compounds.

Hideyuki Suzuki1, Shunsuke Izuka, Hiromichi Minami, Nobukazu Miyakawa, Sayaka Ishihara, Hidehiko Kumagai.   

Abstract

An enzymatic method for synthesizing various gamma-D-glutamyl compounds efficiently and stereospecifically involving bacterial gamma-glutamyltranspeptidase (EC 2.3.2.2) with D-glutamine as a gamma-glutamyl donor was developed. With D-glutamine as a gamma-glutamyl donor instead of L-glutamine in gamma-glutamyltaurine synthesis, by-products such as gamma-glutamylglutamine and gamma-glutamyl-gamma-glutamyltaurine were not synthesized and the yield of gamma-glutamyltaurine dramatically increased from 25 to 71%. It was also shown that the purification could be simplified without these gamma-glutamyl by-products. The possibility of synthesizing various gamma-D-glutamyl compounds was also shown.

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Year:  2003        PMID： 14602592      PMCID： PMC262288          DOI： 10.1128/AEM.69.11.6399-6404.2003

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN： 0099-2240            Impact factor:   4.792


  16 in total

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Journal:  J Biol Chem       Date:  1977-10-10       Impact factor: 5.157

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Authors:  S S Tate; A Meister
Journal:  Mol Cell Biochem       Date:  1981-09-25       Impact factor: 3.396

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Authors:  H Suzuki; H Kumagai; T Tochikura
Journal:  J Bacteriol       Date:  1986-12       Impact factor: 3.490

4.  gamma-Glutamyltranspeptidase from Escherichia coli K-12: formation and localization.

Authors:  H Suzuki; H Kumagai; T Tochikura
Journal:  J Bacteriol       Date:  1986-12       Impact factor: 3.490

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Authors:  S S Tate; A Meister
Journal:  J Biol Chem       Date:  1974-12-10       Impact factor: 5.157

6.  Analysis of low temperature inducible mechanism of gamma-glutamyltranspeptidase of Escherichia coli K-12.

Authors:  W Hashimoto; H Suzuki; K Yamamoto; H Kumagai
Journal:  Biosci Biotechnol Biochem       Date:  1997-01       Impact factor: 2.043

7.  Identification of catalytic nucleophile of Escherichia coli gamma-glutamyltranspeptidase by gamma-monofluorophosphono derivative of glutamic acid: N-terminal thr-391 in small subunit is the nucleophile.

Authors:  M Inoue; J Hiratake; H Suzuki; H Kumagai; K Sakata
Journal:  Biochemistry       Date:  2000-07-04       Impact factor: 3.162

8.  Differential activation and blockade of excitatory amino acid receptors in the mammalian and amphibian central nervous systems.

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Journal:  Comp Biochem Physiol C       Date:  1982

9.  gamma-Glutamyl dopa: a kidney-specific dopamine precursor.

Authors:  S Wilk; H Mizoguchi; M Orlowski
Journal:  J Pharmacol Exp Ther       Date:  1978-07       Impact factor: 4.030

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Authors:  A W Jones; D A Smith; J C Watkins
Journal:  Neuroscience       Date:  1984-10       Impact factor: 3.590
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  6 in total

Review 1.  γ-Glutamyltranspeptidases: sequence, structure, biochemical properties, and biotechnological applications.

Authors:  Immacolata Castellano; Antonello Merlino
Journal:  Cell Mol Life Sci       Date:  2012-04-21       Impact factor: 9.261

2.  Identification and characterization of a gamma-glutamyl transpeptidase from a thermo-alcalophile strain of Bacillus pumilus.

Authors:  Claire Moallic; Soumaila Dabonné; Bernard Colas; Jean-Pierre Sine
Journal:  Protein J       Date:  2006-09       Impact factor: 2.371

3.  Deep sequencing of the Camellia sinensis transcriptome revealed candidate genes for major metabolic pathways of tea-specific compounds.

Authors:  Cheng-Ying Shi; Hua Yang; Chao-Ling Wei; Oliver Yu; Zheng-Zhu Zhang; Chang-Jun Jiang; Jun Sun; Ye-Yun Li; Qi Chen; Tao Xia; Xiao-Chun Wan
Journal:  BMC Genomics       Date:  2011-02-28       Impact factor: 3.969

4.  The yliA, -B, -C, and -D genes of Escherichia coli K-12 encode a novel glutathione importer with an ATP-binding cassette.

Authors:  Hideyuki Suzuki; Takashi Koyanagi; Shunsuke Izuka; Akiko Onishi; Hidehiko Kumagai
Journal:  J Bacteriol       Date:  2005-09       Impact factor: 3.490

5.  The application of L-glutaminase for the synthesis of the immunomodulatory γ-D-glutamyl-L-tryptophan and the kokumi-imparting γ-D-glutamyl peptides.

Authors:  Juan Yang; Yuran Huang; Hao Dong; Guiying Huang; Limei Yu; Weidong Bai; Xiaofang Zeng
Journal:  Food Sci Nutr       Date:  2020-09-23       Impact factor: 2.863

6.  Bacterial γ-glutamyltranspeptidases, physiological function, structure, catalytic mechanism and application.

Authors:  Hideyuki Suzuki; Keiichi Fukuyama; Hidehiko Kumagai
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2020       Impact factor: 3.493
  6 in total

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