A new ligation method for N-terminal tryptophan-containing peptides using the Pictet–Spengler reaction

Application of a carbon–carbon bond forming reaction for ligating unprotected peptides in acetic acid is described based on a Pictet–Spengler condensation. The peptide segments include a peptide with a Trp at the N-terminal and another with a C-terminal aldehyde, which can be generated through a new...

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Bibliographic Details
Published inTetrahedron letters Vol. 41; no. 21; pp. 4069 - 4073
Main Authors Li, Xianfeng, Zhang, Lianshan, Hall, Steven E, Tam, James P
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 29.05.2000
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SOLID-PHASE SYNTHESIS
BUILDING-BLOCKS
STRATEGY
UNPROTECTED PEPTIDES
DENDRIMERS
PROTEINS
CHEMICAL SYNTHESIS
PROTEASE
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Summary:Application of a carbon–carbon bond forming reaction for ligating unprotected peptides in acetic acid is described based on a Pictet–Spengler condensation. The peptide segments include a peptide with a Trp at the N-terminal and another with a C-terminal aldehyde, which can be generated through a new cyclic acetal resin.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)00592-X