SOLID-PHASE PEPTIDE SYNTHESIS USING MILD BASE CLEAVAGE OF NαFLUORENYLMETHYLOXYCARBONYLAMINO ACIDS, EXEMPLIFIED BY A SYNTHESIS OF DIHYDROSOMATOSTATIN

Autor:	Johannes Meienhofer, Chi-Deu Chang
Rok vydání:	2009
Předmět:	chemistry.chemical_classification Fluorenes Stereochemistry Cleavage (embryo) Biochemistry Amino acid chemistry.chemical_compound Solid-phase synthesis chemistry Yield (chemistry) Peptide synthesis Side chain Amino Acid Sequence Piperidine Amino Acids Somatostatin Peptide sequence
Zdroj:	International Journal of Peptide and Protein Research. 11:246-249
ISSN:	0367-8377
Popis:	N alpha-9-Fluorenylmethyloxycarbonyl (Fmoc) amino acids will be of advantage in solid phase peptide synthesis. The Fmoc-group is quantitatively cleaved by mild base (piperidine). This permits the use of tert-butyl-type side chain blocking and of peptide-to-resin linkage cleavable by mild acidolysis. Side reactions arising from repetitive acid deprotection and final HF cleavage in contemporary solid phase synthesis are avoided. Fully bioactive and homogeneous dihydrosomatostatin was obtained in 53% overall yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::11dc16cc1762c5426493f5d0999eae0f https://doi.org/10.1111/j.1399-3011.1978.tb02845.x Zobrazit plný text záznamu