Linked Life Data

11322544

Source:http://linkedlifedata.com/resource/pubmed/id/11322544

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
6
pubmed:dateCreated
2001-4-26
pubmed:abstractText
Lipidated peptides and their neolipoprotein derivatives are efficient tools for the investigation of biological processes in molecular detail. These compounds are often acid- and base-labile, and their synthesis requires the use of a combination of blocking groups that can be removed under very mild conditions. In this article we demonstrate that the Boc urethane and different trityl-type protecting groups can be cleaved selectively under acidic conditions that are mild enough to be compatible with the demands of lipopeptide synthesis. Thus, the Boc group was cleaved with TMS triflate in the presence of lutidine, and the methyltrityl (Mtt) and the methoxytrityl (Mmt) group were removed with 1% TFA in dichloromethane in the presence of triethylsilane as cation scavenger. Removal of the phenylfluorenyl group was achieved with up to 3% TFA in dichloromethane in the presence of triethylsilane at 0 degrees C. These protecting-group techniques were successfully applied in the synthesis of differently lipidated H-Ras peptides.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Mar
pubmed:issn
0947-6539
pubmed:author
pubmed:issnType
Print
pubmed:day
16
pubmed:volume
7
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1184-93
pubmed:dateRevised
2009-8-4
pubmed:meshHeading
pubmed:year
2001
pubmed:articleTitle
Acid-labile protecting groups for the synthesis of lipidated peptides.
pubmed:affiliation
Max-Planck-Institut für molekulare Physiologie, Universität Dortmund, Germany. herbert.waldmann@mpi-dortmund.mpg.de
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't