Solution-Phase Automated Synthesis of Tripeptide Derivatives

Solution-Phase Automated Synthesis of Tripeptide Derivatives

An improved general method for automated synthesis of tripeptides was developed, in which methanesulfonic acid (MSA) was used in place of trifluoroacetic acid (TFA), thus making it possible to avoid, 1) corrosion of the apparatus by strong acid vapor, 2) formation of emulsions, and 3) use of the res...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2001, Vol.49(9), pp.1138-1146
Hauptverfasser: KURODA, Noritaka, HATTORI, Taeko, KITADA, Chieko, SUGAWARA, Tohru
Format: Artikel
Sprache:eng
Schlagworte:
automated synthesis
Automation
Carbonates - chemistry
Chemical Phenomena
Chemistry
Chemistry, Physical
Exact sciences and technology
fragment tripeptide
Indicators and Reagents
Mesylates - chemistry
methanesulfonic acid method
Oligopeptides - chemical synthesis
Organic chemistry
Peptide Fragments - chemistry
Peptides
Preparations and properties
solution-phase peptide synthesis
Solutions
trifluoroacetic acid method
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Beschreibung
Zusammenfassung:An improved general method for automated synthesis of tripeptides was developed, in which methanesulfonic acid (MSA) was used in place of trifluoroacetic acid (TFA), thus making it possible to avoid, 1) corrosion of the apparatus by strong acid vapor, 2) formation of emulsions, and 3) use of the restricted solvent, dichloromethane. As an application of the automated synthesis apparatus, 216 fragment tripeptide derivatives were synthesized systematically using the MSA method, in excellent yield and with increased efficiency.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.49.1138