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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
26
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pubmed:dateCreated |
1996-6-7
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pubmed:abstractText |
We describe an approach to the synthesis of peptides from segments bearing no protecting groups through an orthogonal coupling method to capture the acyl segment as a thioester that then undergoes an intramolecular acyl transfer to the amine component with formation of a peptide bond. Two orthogonal coupling methods to give the covalent ester intermediate were achieved by either a thiol-thioester exchange mediated by a trialkylphosphine and an alkylthiol or a thioesterification by C alpha-thiocarboxylic acid reacting with a beta-bromo amino acid. With this approach, unprotected segments ranging from 4 to 37 residues were coupled to aqueous solution to give free peptides up to 54 residues long with high efficiency.
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pubmed:grant |
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-14322542,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-1478787,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-2146742,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-2907133,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-3372135,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-3399498,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-4687686,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-4783412,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-5782509,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-6270658,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-6698721,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-7372615,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-7939659,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-7973629,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-8022823,
http://linkedlifedata.com/resource/pubmed/commentcorrection/8618926-915158
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
0027-8424
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
19
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pubmed:volume |
92
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
12485-9
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pubmed:dateRevised |
2009-11-18
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pubmed:meshHeading |
pubmed-meshheading:8618926-Acylation,
pubmed-meshheading:8618926-Amino Acid Sequence,
pubmed-meshheading:8618926-Chromatography, High Pressure Liquid,
pubmed-meshheading:8618926-Cysteine,
pubmed-meshheading:8618926-Hydrogen-Ion Concentration,
pubmed-meshheading:8618926-Indicators and Reagents,
pubmed-meshheading:8618926-Molecular Sequence Data,
pubmed-meshheading:8618926-Oligopeptides,
pubmed-meshheading:8618926-Peptides,
pubmed-meshheading:8618926-Phosphines,
pubmed-meshheading:8618926-Solutions,
pubmed-meshheading:8618926-Sulfhydryl Compounds
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pubmed:year |
1995
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pubmed:articleTitle |
Peptide synthesis using unprotected peptides through orthogonal coupling methods.
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pubmed:affiliation |
Department of Microbiology and Immunology, Vanderbilt University, Nashville, TN 37232-2363, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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