The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI

Changsheng Zhang; Rocco Moretti; Jiqing Jiang; Jon S. Thorson

doi:10.1002/cbic.200800349

The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI

Changsheng Zhang, Rocco Moretti, Jiqing Jiang, Jon S. Thorson

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

The overproduction, purification, and in vitro characterization of the polyene glycosyltransferases (GTs) AmphDI and NysDI are reported. A novel nucleotidyltransferase mutant (RmlA Q83D) for the chemoenzymatic synthesis of unnatural GDP-sugar donors in conjunction with polyene GT-catalyzed sugar exchange/reverse reactions allowed the donor and acceptor specificities of these novel enzymes to be probed. The evaluation of polyene GT aglycon and GDP-sugar donor specificity revealed some tolerance to aglycon structural diversity, but stringent sugar specificity, and culminated in new polyene analogues in which L-gulose or D-mannose replace the native sugar D-mycosamine.

Original language	English
Pages (from-to)	2506-2514
Number of pages	9
Journal	ChemBioChem
Volume	9
Issue number	15
DOIs	https://doi.org/10.1002/cbic.200800349
State	Published - Oct 13 2008

Keywords

Antifungal
Carbohydrates
Drugs
Glycosylation
Sugars

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

Access to Document

10.1002/cbic.200800349

Cite this

@article{23f468a497334cc08b4624cc00177007,

title = "The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI",

abstract = "The overproduction, purification, and in vitro characterization of the polyene glycosyltransferases (GTs) AmphDI and NysDI are reported. A novel nucleotidyltransferase mutant (RmlA Q83D) for the chemoenzymatic synthesis of unnatural GDP-sugar donors in conjunction with polyene GT-catalyzed sugar exchange/reverse reactions allowed the donor and acceptor specificities of these novel enzymes to be probed. The evaluation of polyene GT aglycon and GDP-sugar donor specificity revealed some tolerance to aglycon structural diversity, but stringent sugar specificity, and culminated in new polyene analogues in which L-gulose or D-mannose replace the native sugar D-mycosamine.",

keywords = "Antifungal, Carbohydrates, Drugs, Glycosylation, Sugars",

author = "Changsheng Zhang and Rocco Moretti and Jiqing Jiang and Thorson, {Jon S.}",

year = "2008",

month = oct,

day = "13",

doi = "10.1002/cbic.200800349",

language = "English",

volume = "9",

pages = "2506--2514",

number = "15",

}

TY - JOUR

T1 - The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI

AU - Zhang, Changsheng

AU - Moretti, Rocco

AU - Jiang, Jiqing

AU - Thorson, Jon S.

PY - 2008/10/13

Y1 - 2008/10/13

N2 - The overproduction, purification, and in vitro characterization of the polyene glycosyltransferases (GTs) AmphDI and NysDI are reported. A novel nucleotidyltransferase mutant (RmlA Q83D) for the chemoenzymatic synthesis of unnatural GDP-sugar donors in conjunction with polyene GT-catalyzed sugar exchange/reverse reactions allowed the donor and acceptor specificities of these novel enzymes to be probed. The evaluation of polyene GT aglycon and GDP-sugar donor specificity revealed some tolerance to aglycon structural diversity, but stringent sugar specificity, and culminated in new polyene analogues in which L-gulose or D-mannose replace the native sugar D-mycosamine.

AB - The overproduction, purification, and in vitro characterization of the polyene glycosyltransferases (GTs) AmphDI and NysDI are reported. A novel nucleotidyltransferase mutant (RmlA Q83D) for the chemoenzymatic synthesis of unnatural GDP-sugar donors in conjunction with polyene GT-catalyzed sugar exchange/reverse reactions allowed the donor and acceptor specificities of these novel enzymes to be probed. The evaluation of polyene GT aglycon and GDP-sugar donor specificity revealed some tolerance to aglycon structural diversity, but stringent sugar specificity, and culminated in new polyene analogues in which L-gulose or D-mannose replace the native sugar D-mycosamine.

KW - Antifungal

KW - Carbohydrates

KW - Drugs

KW - Glycosylation

KW - Sugars

UR - http://www.scopus.com/inward/record.url?scp=54349088034&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=54349088034&partnerID=8YFLogxK

U2 - 10.1002/cbic.200800349

DO - 10.1002/cbic.200800349

M3 - Article

C2 - 18798210

AN - SCOPUS:54349088034

SN - 1439-4227

VL - 9

SP - 2506

EP - 2514

JO - ChemBioChem

JF - ChemBioChem

IS - 15

ER -

The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this