Facile synthesis of glycosylated Fmoc amino acid building blocks assisted by microwave irradiation

Nianhuan Yao; Gabriel Fung; Hamed Malekan; Long Ye; Mark J. Kurth; Kit Lam

doi:10.1016/j.carres.2010.07.040

Facile synthesis of glycosylated Fmoc amino acid building blocks assisted by microwave irradiation

Nianhuan Yao, Gabriel Fung, Hamed Malekan, Long Ye, Mark J. Kurth, Kit Lam

Research output: Contribution to journal › Article

8 Scopus citations

Abstract

The synthesis of glycosylated Fmoc amino acids by reaction of mono- and disaccharide peracetates with Fmoc amino acids having free carboxyl groups was rapidly promoted by Lewis acids (SnCl₄, BF₃·Et ₂O) under microwave irradiation. The products are useful building blocks for the synthesis of glycopeptides.

Original language	English (US)
Pages (from-to)	2277-2281
Number of pages	5
Journal	Carbohydrate Research
Volume	345
Issue number	15
DOIs	https://doi.org/10.1016/j.carres.2010.07.040
State	Published - Oct 13 2010

Keywords

Fmoc amino acids
Glycosylation
Microwave irradiation

ASJC Scopus subject areas

Biochemistry
Analytical Chemistry
Organic Chemistry

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10.1016/j.carres.2010.07.040

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Yao, N., Fung, G., Malekan, H., Ye, L., Kurth, M. J., & Lam, K. (2010). Facile synthesis of glycosylated Fmoc amino acid building blocks assisted by microwave irradiation. Carbohydrate Research, 345(15), 2277-2281. https://doi.org/10.1016/j.carres.2010.07.040

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abstract = "The synthesis of glycosylated Fmoc amino acids by reaction of mono- and disaccharide peracetates with Fmoc amino acids having free carboxyl groups was rapidly promoted by Lewis acids (SnCl4, BF3·Et 2O) under microwave irradiation. The products are useful building blocks for the synthesis of glycopeptides.",

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AU - Yao, Nianhuan

AU - Fung, Gabriel

AU - Malekan, Hamed

AU - Ye, Long

AU - Kurth, Mark J.

AU - Lam, Kit

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KW - Fmoc amino acids

KW - Glycosylation

KW - Microwave irradiation

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