Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides

Chao Cai; Kristi Edgar; Jian Liu; Robert J. Linhardt

doi:10.1016/j.carres.2013.02.010

Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides

Chao Cai, Kristi Edgar, Jian Liu, Robert J. Linhardt

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

9 Scopus citations

Abstract

A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.

Original language	English
Pages (from-to)	30-34
Number of pages	5
Journal	Carbohydrate Research
Volume	372
DOIs	https://doi.org/10.1016/j.carres.2013.02.010
State	Published - 3 May 2013
Externally published	Yes

Keywords

Azido-clickable acceptor
Depolymerization
Enzymatic glycosylation
Heparan sulfate
Heparin
Heparosan

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10.1016/j.carres.2013.02.010

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title = "Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides",

abstract = "A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.",

keywords = "Azido-clickable acceptor, Depolymerization, Enzymatic glycosylation, Heparan sulfate, Heparin, Heparosan",

author = "Chao Cai and Kristi Edgar and Jian Liu and Linhardt, {Robert J.}",

note = "Funding Information: This work was supported by the National Institutes of Health in the form of grant # HL62244 , GM38060 and HL094463 . ",

year = "2013",

month = may,

day = "3",

doi = "10.1016/j.carres.2013.02.010",

language = "English",

volume = "372",

pages = "30--34",

journal = "Carbohydrate Research",

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TY - JOUR

T1 - Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides

AU - Cai, Chao

AU - Edgar, Kristi

AU - Liu, Jian

AU - Linhardt, Robert J.

N1 - Funding Information: This work was supported by the National Institutes of Health in the form of grant # HL62244 , GM38060 and HL094463 .

PY - 2013/5/3

Y1 - 2013/5/3

N2 - A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.

AB - A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.

KW - Azido-clickable acceptor

KW - Depolymerization

KW - Enzymatic glycosylation

KW - Heparan sulfate

KW - Heparin

KW - Heparosan

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U2 - 10.1016/j.carres.2013.02.010

DO - 10.1016/j.carres.2013.02.010

M3 - Article

C2 - 23524108

AN - SCOPUS:84875072829

SN - 0008-6215

VL - 372

SP - 30

EP - 34

JO - Carbohydrate Research

JF - Carbohydrate Research

ER -

Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides

Abstract

Keywords

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