Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block

Hongzhi Cao; Shengshu Huang; Jiansong Cheng; Yanhong Li; Saddam Muthana; Bryan Son; Xi Chen

doi:10.1016/j.carres.2008.06.020

Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block

Hongzhi Cao, Shengshu Huang, Jiansong Cheng, Yanhong Li, Saddam Muthana, Bryan Son, Xi Chen

Chemistry

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

32 Scopus citations

Abstract

The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.

Original language	English (US)
Pages (from-to)	2863-2869
Number of pages	7
Journal	Carbohydrate Research
Volume	343
Issue number	17
DOIs	https://doi.org/10.1016/j.carres.2008.06.020
State	Published - Nov 24 2008

Keywords

Chemoenzymatic synthesis
Oligosaccharide
Sialoside
Sialyl Lewis x

ASJC Scopus subject areas

Biochemistry
Analytical Chemistry
Organic Chemistry

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10.1016/j.carres.2008.06.020

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title = "Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block",

abstract = "The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.",

keywords = "Chemoenzymatic synthesis, Oligosaccharide, Sialoside, Sialyl Lewis x",

author = "Hongzhi Cao and Shengshu Huang and Jiansong Cheng and Yanhong Li and Saddam Muthana and Bryan Son and Xi Chen",

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doi = "10.1016/j.carres.2008.06.020",

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T1 - Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block

AU - Cao, Hongzhi

AU - Huang, Shengshu

AU - Cheng, Jiansong

AU - Li, Yanhong

AU - Muthana, Saddam

AU - Son, Bryan

AU - Chen, Xi

PY - 2008/11/24

Y1 - 2008/11/24

N2 - The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.

AB - The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.

KW - Chemoenzymatic synthesis

KW - Oligosaccharide

KW - Sialoside

KW - Sialyl Lewis x

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UR - http://www.scopus.com/inward/citedby.url?scp=53849083416&partnerID=8YFLogxK

U2 - 10.1016/j.carres.2008.06.020

DO - 10.1016/j.carres.2008.06.020

M3 - Article

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AN - SCOPUS:53849083416

VL - 343

SP - 2863

EP - 2869

JO - Carbohydrate Research

JF - Carbohydrate Research

SN - 0008-6215

IS - 17

ER -

Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block

Abstract

Keywords

ASJC Scopus subject areas

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