Synthesis of 2-amino-3-fluoroacrylic acid containing peptides

Hao Zhou; Wilfred A. Van Der Donk

doi:10.1021/ol006997s

Synthesis of 2-amino-3-fluoroacrylic acid containing peptides

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Abstract

(Matrix presented) Peptides containing (E)- and (Z)-3-fluorodehydroalanine have been prepared from serine via a fluoro-Pummerer rearrangement. The resulting electrophilic moieties may be useful affinity labels for the identification of the targets of dehydroamino acid containing natural products that act by covalent mechanisms.

Original language	English (US)
Pages (from-to)	593-596
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	4
DOIs	https://doi.org/10.1021/ol006997s
State	Published - Feb 22 2001

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol006997s

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title = "Synthesis of 2-amino-3-fluoroacrylic acid containing peptides",

abstract = "(Matrix presented) Peptides containing (E)- and (Z)-3-fluorodehydroalanine have been prepared from serine via a fluoro-Pummerer rearrangement. The resulting electrophilic moieties may be useful affinity labels for the identification of the targets of dehydroamino acid containing natural products that act by covalent mechanisms.",

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AU - Van Der Donk, Wilfred A.

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AB - (Matrix presented) Peptides containing (E)- and (Z)-3-fluorodehydroalanine have been prepared from serine via a fluoro-Pummerer rearrangement. The resulting electrophilic moieties may be useful affinity labels for the identification of the targets of dehydroamino acid containing natural products that act by covalent mechanisms.

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Synthesis of 2-amino-3-fluoroacrylic acid containing peptides

Abstract

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