Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin

被引：45

作者：

Huang, Fanglu ^{[1
]}

Spiteller, Dieter ^{[1
]}

Koorbanally, Neil A. ^{[1
]}

Li, Yanyan ^{[1
]}

Llewellyn, Nicholas M. ^{[1
]}

Spencer, Jonathan B. ^{[1
]}

机构：

[1] Univ Cambridge, Univ Chem Lab, Cambridge CB2 1EW, England

来源：

CHEMBIOCHEM | 2007年 / 8卷 / 03期

关键词：

aminoglycosides; biosynthesis; butirosin neomycin; oxidases; transferases;

D O I：

10.1002/cbic.200600371

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The proteins Neo-11 and Neo-18 encoded in the neomycin gene cluster (neo) of Streptomyces fradiae NCIMB 8233 hove been characterized as glucosaminyl-6'-oxidase and 6'-oxoglucosammyi-nyl:L-glutamate aminotransferase, respectively. The joint activity of Neo-11 and Neo-18 is responsible for the conversion of paromamine to neamine in the biosynthetic pathway of neomycin through a mechanism of FAD-dependent dehydrogenation followed by a pyridoxal-5'-phosphate-mediated transamination. Neo-18 is also shown to catalyze deamination at C-6''' of neomycin, thus suggesting bifunctional roles of the two enzymes in the formation of both neosamine rings of neomycin. The product of the btrB gene, a homologue of neo-18 in the butirosin biosynthetic gene cluster (btr) in Bacillus circulans, exhibits the same activity as Neo-18; this indicates that there is a similar reaction sequence in both butirosin and neomycin biosynthesis.

引用

页码：283 / 288

页数：6

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