Linked Life Data

18841897

Source:http://linkedlifedata.com/resource/pubmed/id/18841897

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
44
pubmed:dateCreated
2008-10-29
pubmed:abstractText
The creation of highly hindered peptides that contain combinations of non-natural N-alkyl amino acids and N-alkyl-alpha,alpha-disubstituted amino acids presents a formidable challenge. Hindered, non-natural amino acids are of interest because they import resistance to proteolysis and unusual conformational properties to peptides that contain them. Toward a solution to this problem, we describe a new approach to creating extremely hindered dipeptides that is operationally simple and uses mild conditions and commercially available amino acids. The approach reduces the need for protecting groups and yields urethane-protected dipeptide acids that can be used as building blocks in the synthesis of larger peptides. We propose that the reaction proceeds through a previously unexploited intramolecular O,N-acyl transfer pathway.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Nov
pubmed:issn
1520-5126
pubmed:author
pubmed:issnType
Electronic
pubmed:day
5
pubmed:volume
130
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
14382-3
pubmed:dateRevised
2009-1-27
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Exploiting an inherent neighboring group effect of alpha-amino acids to synthesize extremely hindered dipeptides.
pubmed:affiliation
Chemistry Department, Temple University, Philadelphia, Pennsylvania 19122, USA.
pubmed:publicationType
Journal Article, Research Support, N.I.H., Extramural