Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes

Xin Meng, Wenlong Yao, Jiansong Cheng, Xu Zhang, Lan Jin, Hai Yu, Xi Chen, Fengshan Wang, Hongzhi Cao

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

Original languageEnglish (US)
Pages (from-to)5205-5208
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number14
DOIs
StatePublished - Apr 9 2014

Fingerprint

Epitopes
Gangliosides
Trisaccharides
Oligosaccharides
Derivatives

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes. / Meng, Xin; Yao, Wenlong; Cheng, Jiansong; Zhang, Xu; Jin, Lan; Yu, Hai; Chen, Xi; Wang, Fengshan; Cao, Hongzhi.

In: Journal of the American Chemical Society, Vol. 136, No. 14, 09.04.2014, p. 5205-5208.

Research output: Contribution to journalArticle

Meng, X, Yao, W, Cheng, J, Zhang, X, Jin, L, Yu, H, Chen, X, Wang, F & Cao, H 2014, 'Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes', Journal of the American Chemical Society, vol. 136, no. 14, pp. 5205-5208. https://doi.org/10.1021/ja5000609
Meng, Xin ; Yao, Wenlong ; Cheng, Jiansong ; Zhang, Xu ; Jin, Lan ; Yu, Hai ; Chen, Xi ; Wang, Fengshan ; Cao, Hongzhi. / Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes. In: Journal of the American Chemical Society. 2014 ; Vol. 136, No. 14. pp. 5205-5208.
@article{0bc08bf9c6754a408334fd4415d4e61d,
title = "Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes",
abstract = "A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.",
author = "Xin Meng and Wenlong Yao and Jiansong Cheng and Xu Zhang and Lan Jin and Hai Yu and Xi Chen and Fengshan Wang and Hongzhi Cao",
year = "2014",
month = "4",
day = "9",
doi = "10.1021/ja5000609",
language = "English (US)",
volume = "136",
pages = "5205--5208",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "14",

}

TY - JOUR

T1 - Regioselective chemoenzymatic synthesis of ganglioside disialyl tetrasaccharide epitopes

AU - Meng, Xin

AU - Yao, Wenlong

AU - Cheng, Jiansong

AU - Zhang, Xu

AU - Jin, Lan

AU - Yu, Hai

AU - Chen, Xi

AU - Wang, Fengshan

AU - Cao, Hongzhi

PY - 2014/4/9

Y1 - 2014/4/9

N2 - A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

AB - A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

UR - http://www.scopus.com/inward/record.url?scp=84897970817&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84897970817&partnerID=8YFLogxK

U2 - 10.1021/ja5000609

DO - 10.1021/ja5000609

M3 - Article

C2 - 24649890

AN - SCOPUS:84897970817

VL - 136

SP - 5205

EP - 5208

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 14

ER -