Journal
AMINO ACIDS
Volume 45, Issue 6, Pages 1395-1403Publisher
SPRINGER WIEN
DOI: 10.1007/s00726-013-1604-z
Keywords
Peptide synthesis; Microwave heating; Diketopiperazine; Fmoc/tBu strategy; 2-Chloro chlorotrityl resin
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Despite correct purity of crude peptides prepared on trityl resin by Fmoc/tBu microwave assisted solid phase peptide synthesis, surprisingly, lower yields than those expected were obtained while preparing C-terminal acid peptides. This could be explained by cyclization/cleavage through diketopiperazine formation during the second amino acid deprotection and third amino acid coupling. However, we provide here evidence that this is not the case and that this yield loss was due to high temperature promoted hydrolysis of the 2-chlorotrityl ester, yielding premature cleavage of the C-terminal acid peptides.
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