Hexafluoroacetone as protecting and activating reagent. A new approach to N-glycosides

Christoph Böttcher; Jan Spengler; Samy A. Essawy; Klaus Burger

Hexafluoroacetone as protecting and activating reagent. A new approach to N-glycosides

Christoph Böttcher
, Jan Spengler
, Samy A. Essawy
, Klaus Burger

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

18 Scopus citations

Abstract

N-Glycosides of Asn and homologues have been synthesized starting from hexafluoroacetone-protected ω-activated Asp, Glu, and Aad derivatives and glycosylamines. The synthetic value of the new building blocks was demonstrated by the concise incorporation of N-glycosylated Asn, Gln, and Aad ω-amides into glycopeptides.

Original language	English
Pages (from-to)	853-863
Number of pages	11
Journal	Monatshefte fur Chemie
Volume	135
Issue number	7
State	Published - Jul 2004
Externally published	Yes

Keywords

Dielectrophiles
Hexafluoroacetone
N-Glycopeptides
N-Glycosylamino acids
N-Glycosylation

Cite this

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title = "Hexafluoroacetone as protecting and activating reagent. A new approach to N-glycosides",

abstract = "N-Glycosides of Asn and homologues have been synthesized starting from hexafluoroacetone-protected ω-activated Asp, Glu, and Aad derivatives and glycosylamines. The synthetic value of the new building blocks was demonstrated by the concise incorporation of N-glycosylated Asn, Gln, and Aad ω-amides into glycopeptides.",

keywords = "Dielectrophiles, Hexafluoroacetone, N-Glycopeptides, N-Glycosylamino acids, N-Glycosylation",

author = "Christoph B{\"o}ttcher and Jan Spengler and Essawy, \{Samy A.\} and Klaus Burger",

year = "2004",

month = jul,

language = "Ingl{\'e}s",

volume = "135",

pages = "853--863",

journal = "Monatshefte fur Chemie",

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T1 - Hexafluoroacetone as protecting and activating reagent. A new approach to N-glycosides

AU - Böttcher, Christoph

AU - Spengler, Jan

AU - Essawy, Samy A.

AU - Burger, Klaus

PY - 2004/7

Y1 - 2004/7

N2 - N-Glycosides of Asn and homologues have been synthesized starting from hexafluoroacetone-protected ω-activated Asp, Glu, and Aad derivatives and glycosylamines. The synthetic value of the new building blocks was demonstrated by the concise incorporation of N-glycosylated Asn, Gln, and Aad ω-amides into glycopeptides.

AB - N-Glycosides of Asn and homologues have been synthesized starting from hexafluoroacetone-protected ω-activated Asp, Glu, and Aad derivatives and glycosylamines. The synthetic value of the new building blocks was demonstrated by the concise incorporation of N-glycosylated Asn, Gln, and Aad ω-amides into glycopeptides.

KW - Dielectrophiles

KW - Hexafluoroacetone

KW - N-Glycopeptides

KW - N-Glycosylamino acids

KW - N-Glycosylation

UR - https://www.scopus.com/pages/publications/3242672612

M3 - Artículo

AN - SCOPUS:3242672612

SN - 0026-9247

VL - 135

SP - 853

EP - 863

JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

IS - 7

ER -

Hexafluoroacetone as protecting and activating reagent. A new approach to N-glycosides

Abstract

Keywords

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