Novel selenium-containing non-natural diamino acids

Autor:	Romualdo Caputo, Marina Della Greca, Gabriella Pinto, Luigi Longobardo, Stefania Capone
Přispěvatelé:	Caputo, Romualdo, Capone, Stefania, DELLA GRECA, Marina, Longobardo, Luigi, Pinto, G.
Rok vydání:	2007
Předmět:	Stereochemistry Organic Chemistry Organoselenium Selenolanthionine chemistry.chemical_element Selenocystine Biochemistry High yielding Enantiopure drug chemistry Drug Discovery Organic chemistry β-Iodoamine Diamino acids Selenium
Zdroj:	Tetrahedron Letters. 48:1425-1427
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2006.12.096
Popis:	The general synthesis of a new class of non-natural diamino acids, 2-amino-3-[(2′-aminoalkyl)seleno]propanoic acids, or Se-(aminoalkyl)selenocysteines, is reported. Under the conditions devised, enantiopure N -Boc-protected β- l -iodoamines, which are readily generated from proteinogenic α-amino acids, were treated with the selenolate anion obtained from NaBH 4 splitting of the Se–Se bond in commercial l -selenocystine. The Se-alkylation products were enantiomerically pure and the reaction is high yielding (92–98%), without any detectable traces of accompanying by-products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::60c4c8fd0482e25ed00b60ca5baff2b0 https://doi.org/10.1016/j.tetlet.2006.12.096 Zobrazit plný text záznamu Full Text from ScienceDirect