Photorelease of tyrosine from α-carboxy-6-nitroveratryl (αCNV) derivatives

Autor:	Christopher W. Wharton, David Carteau, Dario M. Bassani, Helen J. Laidlaw, Alexander G. Russell, John S. Snaith, Matthew J. Sadler, Agustín Gutiérrez-Loriente
Rok vydání:	2012
Předmět:	Photolysis Molecular Structure Photodissociation Quantum yield chemistry.chemical_element Stereoisomerism Nitro Compounds Combinatorial chemistry Oxygen chemistry.chemical_compound chemistry Peptide synthesis Phenol Organic chemistry Tyrosine Physical and Theoretical Chemistry Protecting group
Zdroj:	Photochemicalphotobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology. 11(3)
ISSN:	1474-9092
Popis:	The synthesis of photolabile tyrosine derivatives protected on the phenolic oxygen by the α-carboxy-6-nitroveratryl (αCNV) protecting group is described. The compounds undergo rapid photolysis at wavelengths longer than 300 nm to liberate the corresponding phenol in excellent yield (quantum yield for the deprotection of tyrosine = 0.19). Further protection of caged tyrosine is possible, yielding N-Fmoc protected derivatives suitable for direct incorporation of caged tyrosine in solid-phase peptide synthesis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5c317f2c6101b84d4fbfc6e64f1f07ad https://pubmed.ncbi.nlm.nih.gov/22249211 Zobrazit plný text záznamu Full text from SpringerLink