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Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin

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2007

Autor:innen

Huang, Fanglu
Koorbanally, Neil A.
Li, Yanyan
Llewellyn, Nicholas M.
Spencer, Jonathan B.

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Weinheim : Wiley-VCH Verl.

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Open Access-Veröffentlichung
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Published

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ChemBioChem. 2007, 8(3), pp. 283-288. ISSN 1439-4227. Available under: doi: 10.1002/cbic.200600371

Zusammenfassung

The proteins Neo-11 and Neo-18 encoded in the neomycin gene cluster (neo) of Streptomyces fradiae NCIMB 8233 have been characterized as glucosaminyl-6′-oxidase and 6′-oxoglucosaminyl: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.

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Fachgebiet (DDC)
570 Biowissenschaften, Biologie

Schlagwörter

aminoglycosides, biosynthesis, butirosin, neomycin, oxidases, transferases

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ISO 690HUANG, Fanglu, Dieter SPITELLER, Neil A. KOORBANALLY, Yanyan LI, Nicholas M. LLEWELLYN, Jonathan B. SPENCER, 2007. Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin. Weinheim : Wiley-VCH Verl.. In: ChemBioChem. 2007, 8(3), pp. 283-288. ISSN 1439-4227. Available under: doi: 10.1002/cbic.200600371
BibTex
@article{Huang2007-02-12Elabo-15471,
  year={2007},
  doi={10.1002/cbic.200600371},
  title={Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin},
  number={3},
  volume={8},
  issn={1439-4227},
  journal={ChemBioChem},
  pages={283--288},
  author={Huang, Fanglu and Spiteller, Dieter and Koorbanally, Neil A. and Li, Yanyan and Llewellyn, Nicholas M. and Spencer, Jonathan B.}
}
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