Literature DB >> 10662691

Function of glycosyltransferase genes involved in urdamycin A biosynthesis.

A Trefzer1, D Hoffmeister, E Künzel, S Stockert, G Weitnauer, L Westrich, U Rix, J Fuchser, K U Bindseil, J Rohr, A Bechthold.   

Abstract

BACKGROUND: Urdamycin A, the principle product of Streptomyces fradiae Tü2717, is an angucycline-type antibiotic. The polyketide-derived aglycone moiety is glycosylated at two positions, but only limited information is available about glycosyltransferases involved in urdamycin biosynthesis.
RESULTS: To determine the function of three glycosyltransferase genes in the urdamycin biosynthetic gene cluster, we have carried out gene inactivation and expression experiments. Inactivation of urdGT1a resulted in the predominant accumulation of urdamycin B. A mutant lacking urdGT1b and urdGT1c mainly produced compound 100-2. When urdGT1c was expressed in the urdGT1b/urdGT1c double mutant, urdamycin G and urdamycin A were detected. The mutant lacking all three genes mainly accumulated aquayamycin and urdamycinone B. Expression of urdGT1c in the triple mutant led to the formation of compound 100-1, whereas expression of urdGT1a resulted in the formation of compound 100-2. Co-expression of urdGT1b and urdGT1c resulted in the production of 12b-derhodinosyl-urdamycin A, and co-expression of urdGT1a, urdGT1b and urdGT1c resulted in the formation of urdamycin A.
CONCLUSIONS: Analysis of glycosyltransferase genes of the urdamycin biosynthetic gene cluster led to an unambiguous assignment of each glycosyltransferase to a certain biosynthetic saccharide attachment step.

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Year:  2000        PMID: 10662691     DOI: 10.1016/s1074-5521(00)00079-x

Source DB:  PubMed          Journal:  Chem Biol        ISSN: 1074-5521


  12 in total

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2.  Formation of an Angular Aromatic Polyketide from a Linear Anthrene Precursor via Oxidative Rearrangement.

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Journal:  Cell Chem Biol       Date:  2017-07-14       Impact factor: 8.116

Review 3.  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

4.  In vitro characterization of IroB, a pathogen-associated C-glycosyltransferase.

Authors:  Michael A Fischbach; Hening Lin; David R Liu; Christopher T Walsh
Journal:  Proc Natl Acad Sci U S A       Date:  2004-12-14       Impact factor: 11.205

5.  On the acceptor substrate of C-glycosyltransferase UrdGT2: three prejadomycin C-Glycosides from an engineered mutant of Streptomyces globisporus 1912 DeltalndE(urdGT2).

Authors:  Irfan Baig; Madan Kharel; Anton Kobylyanskyy; Lili Zhu; Yuriy Rebets; Bohdan Ostash; Andriy Luzhetskyy; Andreas Bechthold; Victor A Fedorenko; Jürgen Rohr
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6.  Identification of the function of gene lndM2 encoding a bifunctional oxygenase-reductase involved in the biosynthesis of the antitumor antibiotic landomycin E by Streptomyces globisporus 1912 supports the originally assigned structure for landomycinone.

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7.  An ATP-binding cassette transporter and two rRNA methyltransferases are involved in resistance to avilamycin in the producer organism Streptomyces viridochromogenes Tü57.

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8.  Surprising production of a new urdamycin derivative by S. fradiae Delta urdQ/R.

Authors:  M Fedoryshyn; M Nur-e-Alam; L Zhu; A Luzhetskyy; J Rohr; A Bechthold
Journal:  J Biotechnol       Date:  2007-02-28       Impact factor: 3.307

Review 9.  Natural-product sugar biosynthesis and enzymatic glycodiversification.

Authors:  Christopher J Thibodeaux; Charles E Melançon; Hung-wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

10.  Cloning and Heterologous Expression of the Grecocycline Biosynthetic Gene Cluster.

Authors:  Oksana Bilyk; Olga N Sekurova; Sergey B Zotchev; Andriy Luzhetskyy
Journal:  PLoS One       Date:  2016-07-13       Impact factor: 3.240

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