An expeditious route to GlcNAc-Cbz-Asn by chemo-enzymatic synthesis

Y. Tokuda; Y. Takahashi; K. Matoishi; Y. Ito; T. Sugai

doi:10.1055/s-2002-19355

An expeditious route to GlcNAc-Cbz-Asn by chemo-enzymatic synthesis

Y. Tokuda, Y. Takahashi, K. Matoishi, Y. Ito, T. Sugai

薬科学科

研究成果: Article › 査読

4 被引用数 (Scopus)

抄録

A short-step route to GlcNAc-Cbz-Asn was developed. Treatment of GlcNAc in sat. aq. NH₄HCO₃ solution and subsequent electorodialytic desalting provided ammonia-free glycosylamine in large quantity. The product was coupled with Cbz-Asn α-isobutyl ester β-fluoride, and finally, the isobutyl ester was deprotected by enzyme-catalyzed hydrolysis under mild conditions.

本文言語	English
ページ（範囲）	57-60
ページ数	4
ジャーナル	Synlett
号	1
DOI	https://doi.org/10.1055/s-2002-19355
出版ステータス	Published - 2002 1月 1

ASJC Scopus subject areas

有機化学

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10.1055/s-2002-19355

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author = "Y. Tokuda and Y. Takahashi and K. Matoishi and Y. Ito and T. Sugai",

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doi = "10.1055/s-2002-19355",

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AU - Ito, Y.

AU - Sugai, T.

PY - 2002/1/1

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N2 - A short-step route to GlcNAc-Cbz-Asn was developed. Treatment of GlcNAc in sat. aq. NH4HCO3 solution and subsequent electorodialytic desalting provided ammonia-free glycosylamine in large quantity. The product was coupled with Cbz-Asn α-isobutyl ester β-fluoride, and finally, the isobutyl ester was deprotected by enzyme-catalyzed hydrolysis under mild conditions.

AB - A short-step route to GlcNAc-Cbz-Asn was developed. Treatment of GlcNAc in sat. aq. NH4HCO3 solution and subsequent electorodialytic desalting provided ammonia-free glycosylamine in large quantity. The product was coupled with Cbz-Asn α-isobutyl ester β-fluoride, and finally, the isobutyl ester was deprotected by enzyme-catalyzed hydrolysis under mild conditions.

KW - Amino acids

KW - Coupling

KW - Enzymes

KW - Glycosides

KW - Hydrolyses

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An expeditious route to GlcNAc-Cbz-Asn by chemo-enzymatic synthesis

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