Synthesis of 3-aminolactams as X-Gly constrained pseudodipeptides and conformational study of a Trp-Gly surrogate

Author	dc.contributor.author	Ecija, Marta
Author	dc.contributor.author	Diez, Anna	es_CL
Author	dc.contributor.author	Rubiralta, Mario	es_CL
Author	dc.contributor.author	Casmitjana, Nuria	es_CL
Author	dc.contributor.author	Kogan Bocian, Marcelo	es_CL
Author	dc.contributor.author	Giralt, Ernest	es_CL
Admission date	dc.date.accessioned	2011-07-27T17:55:15Z
Available date	dc.date.available	2011-07-27T17:55:15Z
Publication date	dc.date.issued	2003-12-12
Cita de ítem	dc.identifier.citation	JOURNAL OF ORGANIC CHEMISTRY 68 (25): 9541-9553	es_CL
Identifier	dc.identifier.issn	0022-3263
Identifier	dc.identifier.uri	https://repositorio.uchile.cl/handle/2250/121499
General note	dc.description	Artículo de publicación ISI	es_CL
Abstract	dc.description.abstract	3-Amino-delta-valerolactams trans-11a-c were synthesized through conjugate addition and Curtius rearrangement and converted into Fmoc-{Trp-Gly}, Fmoc-{Ile-Gly}, and Fmoc-{Phe-Gly} pseudo-dipeptides. Conformational analyses of tripeptide analogues Ac-{Trp-Gly}-Leu-NH2 17a and 17b by NMR experiments and molecular modeling calculations showed that diastereomer 17a adopted a gamma-turn/distorted type II beta-turn structure, whereas diastereomer 17b adopted mainly a gamma-turn structure.	es_CL
Lenguage	dc.language.iso	en	es_CL
Publisher	dc.publisher	AMER CHEMICAL SOC	es_CL
Keywords	dc.subject	DIELS-ALDER REACTIONS	es_CL
Título	dc.title	Synthesis of 3-aminolactams as X-Gly constrained pseudodipeptides and conformational study of a Trp-Gly surrogate	es_CL
Document type	dc.type	Artículo de revista