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Article Dans Une Revue Amino Acids Année : 2013

Heating and microwave assisted SPPS of C-terminal acid peptides on trityl resin: The truth behind the yield

Résumé

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. © 2013 Springer-Verlag Wien.

Domaines

Chimie

Dates et versions

hal-01563742 , version 1 (18-07-2017)

Identifiants

Citer

Cécile Echalier, Soultan Al-Halifa, Aude Kreiter, Christine Enjalbal, Pierre Sanchez, et al.. Heating and microwave assisted SPPS of C-terminal acid peptides on trityl resin: The truth behind the yield. Amino Acids, 2013, 45 (6), pp.1395-1403. ⟨10.1007/s00726-013-1604-z⟩. ⟨hal-01563742⟩
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