Literature DB >> 18798210

The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI.

Changsheng Zhang1, Rocco Moretti, Jiqing Jiang, Jon S Thorson.   

Abstract

The overproduction, purification, and in vitro characterization of the polyene glycosyltransferases (GTs) AmphDI and NysDI are reported. A novel nucleotidyltransferase mutant (RmlA Q83D) for the chemoenzymatic synthesis of unnatural GDP-sugar donors in conjunction with polyene GT-catalyzed sugar exchange/reverse reactions allowed the donor and acceptor specificities of these novel enzymes to be probed. The evaluation of polyene GT aglycon and GDP-sugar donor specificity revealed some tolerance to aglycon structural diversity, but stringent sugar specificity, and culminated in new polyene analogues in which L-gulose or D-mannose replace the native sugar D-mycosamine.

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Year:  2008        PMID: 18798210      PMCID: PMC2947747          DOI: 10.1002/cbic.200800349

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  64 in total

1.  Probing the structure-function relationship of polyene macrolides: engineered biosynthesis of soluble nystatin analogues.

Authors:  Sven E F Borgos; Pascale Tsan; Håvard Sletta; Trond E Ellingsen; Jean-Marc Lancelin; Sergey B Zotchev
Journal:  J Med Chem       Date:  2006-04-20       Impact factor: 7.446

2.  The in vitro characterization of the erythronolide mycarosyltransferase EryBV and its utility in macrolide diversification.

Authors:  Changsheng Zhang; Qiang Fu; Christoph Albermann; Lingjun Li; Jon S Thorson
Journal:  Chembiochem       Date:  2007-03-05       Impact factor: 3.164

3.  Mycosamine orientation of amphotericin B controlling interaction with ergosterol: sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge.

Authors:  Nobuaki Matsumori; Yuri Sawada; Michio Murata
Journal:  J Am Chem Soc       Date:  2005-08-03       Impact factor: 15.419

4.  The candicidin gene cluster from Streptomyces griseus IMRU 3570.

Authors:  Ana Belén Campelo; José A Gil
Journal:  Microbiology       Date:  2002-01       Impact factor: 2.777

5.  Amphotericin biosynthesis in Streptomyces nodosus: deductions from analysis of polyketide synthase and late genes.

Authors:  P Caffrey; S Lynch; E Flood; S Finnan; M Oliynyk
Journal:  Chem Biol       Date:  2001-07

6.  Expanding pyrimidine diphosphosugar libraries via structure-based nucleotidylyltransferase engineering.

Authors:  William A Barton; John B Biggins; Jiqing Jiang; Jon S Thorson; Dimitar B Nikolov
Journal:  Proc Natl Acad Sci U S A       Date:  2002-10-08       Impact factor: 11.205

Review 7.  Amphotericin B.

Authors:  A Lemke; A F Kiderlen; O Kayser
Journal:  Appl Microbiol Biotechnol       Date:  2005-04-09       Impact factor: 4.813

8.  Organizational and mutational analysis of a complete FR-008/candicidin gene cluster encoding a structurally related polyene complex.

Authors:  Shi Chen; Xi Huang; Xiufen Zhou; Linquan Bai; Jing He; Ki Jun Jeong; Sang Yup Lee; Zixin Deng
Journal:  Chem Biol       Date:  2003-11

9.  Analysis of the mycosamine biosynthesis and attachment genes in the nystatin biosynthetic gene cluster of Streptomyces noursei ATCC 11455.

Authors:  Aina Nedal; Håvard Sletta; Trygve Brautaset; Sven E F Borgos; Olga N Sekurova; Trond E Ellingsen; Sergey B Zotchev
Journal:  Appl Environ Microbiol       Date:  2007-09-28       Impact factor: 4.792

Review 10.  Engineering the glycosylation of natural products in actinomycetes.

Authors:  José A Salas; Carmen Méndez
Journal:  Trends Microbiol       Date:  2007-04-06       Impact factor: 17.079

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  11 in total

Review 1.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

2.  OleD Loki as a Catalyst for Tertiary Amine and Hydroxamate Glycosylation.

Authors:  Ryan R Hughes; Khaled A Shaaban; Jianjun Zhang; Hongnan Cao; George N Phillips; Jon S Thorson
Journal:  Chembiochem       Date:  2017-01-09       Impact factor: 3.164

3.  A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis.

Authors:  Jianjun Zhang; Shanteri Singh; Ryan R Hughes; Maoquan Zhou; Manjula Sunkara; Andrew J Morris; Jon S Thorson
Journal:  Chembiochem       Date:  2014-03-21       Impact factor: 3.164

4.  Asymmetric enzymatic glycosylation of mitoxantrone.

Authors:  Maoquan Zhou; Jon S Thorson
Journal:  Org Lett       Date:  2011-04-29       Impact factor: 6.005

Review 5.  The impact of enzyme engineering upon natural product glycodiversification.

Authors:  Gavin J Williams; Richard W Gantt; Jon S Thorson
Journal:  Curr Opin Chem Biol       Date:  2008-10       Impact factor: 8.822

6.  Natural product disaccharide engineering through tandem glycosyltransferase catalysis reversibility and neoglycosylation.

Authors:  Pauline Peltier-Pain; Karen Marchillo; Maoquan Zhou; David R Andes; Jon S Thorson
Journal:  Org Lett       Date:  2012-09-17       Impact factor: 6.005

Review 7.  Biosynthesis and pathway engineering of antifungal polyene macrolides in actinomycetes.

Authors:  Dekun Kong; Mi-Jin Lee; Shuangjun Lin; Eung-Soo Kim
Journal:  J Ind Microbiol Biotechnol       Date:  2013-03-21       Impact factor: 3.346

8.  OleD Loki as a Catalyst for Hydroxamate Glycosylation.

Authors:  Ryan R Hughes; Khaled A Shaaban; Larissa V Ponomareva; Jamie Horn; Chunhui Zhang; Chang-Guo Zhan; S Randal Voss; Markos Leggas; Jon S Thorson
Journal:  Chembiochem       Date:  2019-11-26       Impact factor: 3.164

9.  Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions.

Authors:  Richard W Gantt; Pauline Peltier-Pain; William J Cournoyer; Jon S Thorson
Journal:  Nat Chem Biol       Date:  2011-08-21       Impact factor: 15.040

Review 10.  New Glycosylated Polyene Macrolides: Refining the Ore from Genome Mining.

Authors:  Patrick Caffrey; Mark Hogan; Yuhao Song
Journal:  Antibiotics (Basel)       Date:  2022-03-03
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