Increasing carbohydrate diversity via amine oxidation: aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis in bacteria

Shannon C. Timmons; Jon S. Thorson

doi:10.1016/j.cbpa.2008.03.017

Increasing carbohydrate diversity via amine oxidation: aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis in bacteria

Shannon C. Timmons, Jon S. Thorson

Research output: Contribution to journal › Review article › peer-review

39 Scopus citations

Abstract

Bacterial secondary metabolites often contain carbohydrate attachments that play a significant role in conferring biological activity. A small proportion of these bioactive sugars are derived from aminosugar oxidation to ultimately provide hydroxyaminosugars, nitrososugars, and nitrosugars. Recent advances in the elucidation of hydroxyaminosugar-, nitrososugar-, and nitrosugar-containing natural product gene clusters have enabled the proposal of biosynthetic pathways, the in vitro characterization of aminosugar oxidases, and the structure determination of key enzymes. This article focuses upon the key enzymatic transformations in aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis, as well as the unique chemical reactivity of alkoxyaminosugars, with a particular focus upon developments within the past two years.

Original language	English
Pages (from-to)	297-305
Number of pages	9
Journal	Current Opinion in Chemical Biology
Volume	12
Issue number	3
DOIs	https://doi.org/10.1016/j.cbpa.2008.03.017
State	Published - Jun 2008

Bibliographical note

Funding Information:
This contribution was supported in part by National Institutes of Health Grants CA84374 and U19 CA113297 (JST). JST is an H.I. Romnes fellow. The authors thank Dr James A Watson, Jr for helpful discussions.

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry

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10.1016/j.cbpa.2008.03.017

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title = "Increasing carbohydrate diversity via amine oxidation: aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis in bacteria",

abstract = "Bacterial secondary metabolites often contain carbohydrate attachments that play a significant role in conferring biological activity. A small proportion of these bioactive sugars are derived from aminosugar oxidation to ultimately provide hydroxyaminosugars, nitrososugars, and nitrosugars. Recent advances in the elucidation of hydroxyaminosugar-, nitrososugar-, and nitrosugar-containing natural product gene clusters have enabled the proposal of biosynthetic pathways, the in vitro characterization of aminosugar oxidases, and the structure determination of key enzymes. This article focuses upon the key enzymatic transformations in aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis, as well as the unique chemical reactivity of alkoxyaminosugars, with a particular focus upon developments within the past two years.",

author = "Timmons, {Shannon C.} and Thorson, {Jon S.}",

note = "Funding Information: This contribution was supported in part by National Institutes of Health Grants CA84374 and U19 CA113297 (JST). JST is an H.I. Romnes fellow. The authors thank Dr James A Watson, Jr for helpful discussions.",

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AU - Timmons, Shannon C.

AU - Thorson, Jon S.

N1 - Funding Information: This contribution was supported in part by National Institutes of Health Grants CA84374 and U19 CA113297 (JST). JST is an H.I. Romnes fellow. The authors thank Dr James A Watson, Jr for helpful discussions.

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N2 - Bacterial secondary metabolites often contain carbohydrate attachments that play a significant role in conferring biological activity. A small proportion of these bioactive sugars are derived from aminosugar oxidation to ultimately provide hydroxyaminosugars, nitrososugars, and nitrosugars. Recent advances in the elucidation of hydroxyaminosugar-, nitrososugar-, and nitrosugar-containing natural product gene clusters have enabled the proposal of biosynthetic pathways, the in vitro characterization of aminosugar oxidases, and the structure determination of key enzymes. This article focuses upon the key enzymatic transformations in aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis, as well as the unique chemical reactivity of alkoxyaminosugars, with a particular focus upon developments within the past two years.

AB - Bacterial secondary metabolites often contain carbohydrate attachments that play a significant role in conferring biological activity. A small proportion of these bioactive sugars are derived from aminosugar oxidation to ultimately provide hydroxyaminosugars, nitrososugars, and nitrosugars. Recent advances in the elucidation of hydroxyaminosugar-, nitrososugar-, and nitrosugar-containing natural product gene clusters have enabled the proposal of biosynthetic pathways, the in vitro characterization of aminosugar oxidases, and the structure determination of key enzymes. This article focuses upon the key enzymatic transformations in aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis, as well as the unique chemical reactivity of alkoxyaminosugars, with a particular focus upon developments within the past two years.

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Increasing carbohydrate diversity via amine oxidation: aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis in bacteria

Abstract

Bibliographical note

ASJC Scopus subject areas

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