Chemoselective ligation of maleimidosugars to peptides/protein for the preparation of neoglycopeptides/neoglycoprotein

Injae Shin; Hyuk Jun Jung; Myung Ryul Lee

doi:10.1016/S0040-4039(00)02286-3

Chemoselective ligation of maleimidosugars to peptides/protein for the preparation of neoglycopeptides/neoglycoprotein

Injae Shin, Hyuk Jun Jung, Myung Ryul Lee

Department of Chemistry

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

44 Citations (Scopus)

Abstract

Two types of maleimidosugars as thiol-selective carbohydrates, 1-maleimidosugars and acetyl-linked maleimidosugars, were efficiently synthesized. They were coupled to glutathione, Fas peptide and bovine serium albumin (BSA) to prepare the corresponding glycosylated peptides and a protein via stable thioether linkages in a chemoselective manner.

Original language	English
Pages (from-to)	1325-1328
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	7
DOIs	https://doi.org/10.1016/S0040-4039(00)02286-3
Publication status	Published - 2001 Feb 12

Bibliographical note

Funding Information:
This work was supported by a grant from the Korea Research Foundation (1999-015-DP0218), Ministry of Education, Korea. I.S. thanks the Korea Basic Science Institute for synthesizing Fas peptide and providing us with mass spectra of glycosylated peptides and BSA.

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Chemoselective ligation of maleimidosugars to peptides/protein for the preparation of neoglycopeptides/neoglycoprotein",

abstract = "Two types of maleimidosugars as thiol-selective carbohydrates, 1-maleimidosugars and acetyl-linked maleimidosugars, were efficiently synthesized. They were coupled to glutathione, Fas peptide and bovine serium albumin (BSA) to prepare the corresponding glycosylated peptides and a protein via stable thioether linkages in a chemoselective manner.",

author = "Injae Shin and Jung, {Hyuk Jun} and Lee, {Myung Ryul}",

note = "Funding Information: This work was supported by a grant from the Korea Research Foundation (1999-015-DP0218), Ministry of Education, Korea. I.S. thanks the Korea Basic Science Institute for synthesizing Fas peptide and providing us with mass spectra of glycosylated peptides and BSA.",

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doi = "10.1016/S0040-4039(00)02286-3",

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AU - Shin, Injae

AU - Jung, Hyuk Jun

AU - Lee, Myung Ryul

N1 - Funding Information: This work was supported by a grant from the Korea Research Foundation (1999-015-DP0218), Ministry of Education, Korea. I.S. thanks the Korea Basic Science Institute for synthesizing Fas peptide and providing us with mass spectra of glycosylated peptides and BSA.

PY - 2001/2/12

Y1 - 2001/2/12

N2 - Two types of maleimidosugars as thiol-selective carbohydrates, 1-maleimidosugars and acetyl-linked maleimidosugars, were efficiently synthesized. They were coupled to glutathione, Fas peptide and bovine serium albumin (BSA) to prepare the corresponding glycosylated peptides and a protein via stable thioether linkages in a chemoselective manner.

AB - Two types of maleimidosugars as thiol-selective carbohydrates, 1-maleimidosugars and acetyl-linked maleimidosugars, were efficiently synthesized. They were coupled to glutathione, Fas peptide and bovine serium albumin (BSA) to prepare the corresponding glycosylated peptides and a protein via stable thioether linkages in a chemoselective manner.

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U2 - 10.1016/S0040-4039(00)02286-3

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JF - Tetrahedron Letters

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ER -

Chemoselective ligation of maleimidosugars to peptides/protein for the preparation of neoglycopeptides/neoglycoprotein

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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