I-Tetralinyl Group for Asparagine Side-Chain Protection, and Application to Bee-SolidPhase Peptide Synthesis of Mesotocin
Date
2004Author
Yusuf, Amir O.
Bhatt, Bhalendu M.
Gitu, Peter M.
Type
ArticleLanguage
enMetadata
Show full item recordAbstract
Mesotocin, a nonapeptide amide, was synthesised on a benzhydryl-resin using the Boc-strategy. Benzyl group was use~ in the
protection of the side-chains of tyrosine and cysteine. Tetralinyl and benzhydryl groups were used to protect asparagtne and
glutamine side-chains respectively. TFMSA-TFA-thioanisole-I,2-ethanedithiol (2:20:2: I v/v) was used on the peptide-resin un~er
different cleavage conditions to obtain mesotocin in a one-pot reaction. The cleavage at 40 'Cfor two hours gave crude mesotocm,
which onpurification by semi-preparative HPLC gave ayield of 49 %.
Citation
Journal of the Kenya Chemical Society, VoL2 No.1Publisher
Chemistry
Subject
side-chainssolid-phase peptide synthesis
cleavage conditions
amide-protecting
tetralinyl
electrospray mass spectrum