Deprotection and cleavage methods for protected peptide resins containing 4-[(diethylphosphono)difluoromethyl]-D,L-phenylalanine residues

Ethyl groups on 4-[(diethylphosphono)difluoromethyl]-D,L-phenylalanine are efficiently removed using S N2-type acidic reagents. These methods were utilized for the solid-phase synthesis of SH2-binding peptides containing nonhydrolyzable phosphotyrosyl mimetics. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 34; no. 44; pp. 7039 - 7042
Main Authors Otaka, Akira, Burke, Terrence R., Smyth, Mark S., Nomizu, Motoyoshi, Roller, Peter P.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 29.10.1993
Elsevier
Subjects
Chemistry
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Peptides
Physical Sciences
Preparations and properties
Science & Technology
REAGENT
SOLID-PHASE SYNTHESIS
RECEPTOR
Oligopeptides
Dealkylation
Deprotection
Organic phosphonate
Peptide synthesis
Solid phase
Nucleophilic substitution
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Summary:Ethyl groups on 4-[(diethylphosphono)difluoromethyl]-D,L-phenylalanine are efficiently removed using S N2-type acidic reagents. These methods were utilized for the solid-phase synthesis of SH2-binding peptides containing nonhydrolyzable phosphotyrosyl mimetics. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)61591-5