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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
Dicyclopropylmethyl peptide backbone protectant
Organic Letters, Volume 11, No. 16, Year 2009
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Description
Image Presented The N-dicyclopropylmethyl (Dcpm) residue, introduced into amino acids via reaction of dicyclopropylmethanimine hydrochloride with an amino acid ester followed by sodium cyanoborohydride or triacetoxyborohydride reduction, can be used as an amide bond protectant for peptide synthesis. Examples which demonstrate the amelioration of aggregation effects include syntheses of the alanine decapeptide and the prion peptide (106-126). Avoidance of cyclization to the aminosuccinimide followed substitution of Fmoc-(Dcpm)Gly-OH for Fmoc-Gly-OH in the assembly of sequences containing the sensitive Asp-Gly unit. © 2009 American Chemical Society.
Authors & Co-Authors
Carpino, Louis A.
United States, Amherst
University of Massachusetts Amherst
Nasr, Khaled A.
United States, Amherst
University of Massachusetts Amherst
Abdel-Maksoud, Adel Ali
United States, Amherst
University of Massachusetts Amherst
Egypt, New Borg el Arab
Genetic Engineering and Biotechnology Research Institute
El-Faham, Ayman
United States, Amherst
University of Massachusetts Amherst
Egypt, Alexandria
Faculty of Science
Ionescu, Dumitru
United States, Amherst
University of Massachusetts Amherst
Romania, Bucharest
Universitatea Din Bucuresti
Henklein, Peter
Germany, Berlin
Humboldt-universität zu Berlin
Wenschuh, Holger
Germany, Berlin
Jerini ag
Beyermann, Michael
Germany, Berlin
Forschungsinstitut Für Molelulare Pharmakologie
Krause, Eberhard G.
Germany, Berlin
Forschungsinstitut Für Molelulare Pharmakologie
Bienert, Michael
Germany, Berlin
Forschungsinstitut Für Molelulare Pharmakologie
Statistics
Citations: 16
Authors: 10
Affiliations: 7
Identifiers
Doi:
10.1021/ol901310q