𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Elaboration of Neosamine Rings in the Biosynthesis of Neomycin and Butirosin

✍ Scribed by Fanglu Huang; Dieter Spiteller; Neil A. Koorbanally; Yanyan Li; Nicholas M. Llewellyn; Jonathan B. Spencer

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
318 KB
Volume
8
Category
Article
ISSN
1439-4227

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

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.

📜 SIMILAR VOLUMES

Involvement of Two Distinct N-Acetylgluc
Involvement of Two Distinct N-Acetylglucosaminyltransferases and a Dual-Function Deacetylase in Neomycin Biosynthesis
✍ Kenichi Yokoyama; Yasuhito Yamamoto; Fumitaka Kudo; Tadashi Eguchi 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 254 KB 👁 1 views

Neomycin is one of the clinically important 2-deoxystreptamine (DOS)-containing aminoglycoside antibiotics, which specifically interact with bacterial rRNA and inhibit protein synthesis. These compounds have attracted attention through their potential as anti-HIV and antiplasmid agents owing to t