The Synthesis and Characterization of a Pentafluorosulfanylated Peptide

Autor:	Jin-Hong Lin, John T. Welch, Dong Sung Lim
Rok vydání:	2012
Předmět:	chemistry.chemical_classification chemistry biology Stereochemistry Organic Chemistry Diastereomer Peptide Physical and Theoretical Chemistry Cyana biology.organism_classification Peptide sequence Amino acid
Zdroj:	European Journal of Organic Chemistry. 2012:3946-3954
ISSN:	1434-193X
DOI:	10.1002/ejoc.201200327
Popis:	The design and synthesis of pentafluorosulfanyl-containing heptad amino acid sequence was described. The three-dimensional conformation of the peptide was investigated by using CYANA (combined assignment and dynamics algorithm for NMR applications) and the integrated autoassignment. This study shows that the one of the diastereomers assumed a very tight coiled conformation in [D6]DMSO where both pentafluorosulfanyl groups assumed a synclinal relationship. The propensity of the protected heptapeptide to form such a tight coil and of the pentafluorosulfanyl groups to align so uniformly is suggestive of the utility of pentafluorosulfanylated amino acids in promoting conformational control.
Databáze:	OpenAIRE
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