ChemInform Abstract: Enantioselective Amino Acid Recognition Using Acyclic Thiourea Receptors

Autor:	Javier de Mendoza, Jeremy D. Kilburn, Mark E. Light, Graham M. Kyne, Michael B. Hursthouse
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Hydrogen Hydrogen bond Stereochemistry Dimer Enantioselective synthesis chemistry.chemical_element General Medicine Crystal structure Amino acid chemistry.chemical_compound chemistry Thiourea Carboxylate
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
Popis:	A series of acyclic thiourea derivatives, designed to create a cleft with four hydrogen bond donors suitable for carboxylate recognition, have been prepared, and their ability to bind to N-protected amino acid carboxylate salts has been investigated. The crystal structure of one of the thioureas has been determined showing that it forms a hydrogen bonded centrosymmetric dimer in the solid-state, in a conformation appropriate for the desired binding of carboxylates. The thioureas show good discrimination between different amino acids and those thioureas incorporating chiral moieties show moderate enantioselectivity for a range of amino acid derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::e1c9494146a0319c7b5708f9e885fa6e https://doi.org/10.1002/chin.200143203 Zobrazit plný text záznamu Plný text