Source:http://linkedlifedata.com/resource/pubmed/id/20824627
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
2010-9-23
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pubmed:abstractText |
Well-characterized resins of high purity are critical for effective solid phase peptide synthesis (SPPS). The quality of commercial (4-methyl)benzhydrylamine-resin (MBHA-resin), used for the synthesis of peptide amides, is not consistent and residual ketone functionalities are frequently present. Such ketone or aldehyde impurities lead to the formation of acylation-resistant deletion peptides in SPPS. To avoid these undesirable side reactions, we have optimized the preparation of two amide-generating linkers, which, in combination with aminomethyl-resin prepared directly from polystyrene resin, serve as alternatives to MBHA-resin for peptide amide synthesis. Then we have explored their comparative properties in SPPS. Use of sonication in reductive amination facilitated the synthesis of both benzhydrylamine (BHA) and MBHA linkers.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/4-methylbenzhydrylamine resin,
http://linkedlifedata.com/resource/pubmed/chemical/Amides,
http://linkedlifedata.com/resource/pubmed/chemical/Benzhydryl Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Peptides,
http://linkedlifedata.com/resource/pubmed/chemical/benzhydrylamine
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
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pubmed:issn |
1099-1387
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pubmed:author | |
pubmed:copyrightInfo |
© 2010 European Peptide Society and John Wiley & Sons, Ltd.
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pubmed:issnType |
Electronic
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pubmed:volume |
16
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
545-50
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pubmed:meshHeading | |
pubmed:year |
2010
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pubmed:articleTitle |
Synthesis and comparative properties of two amide-generating resin linkers for use in solid phase peptide synthesis.
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pubmed:affiliation |
Department of Chemistry, University of Chicago, Chicago, IL 60615, USA. dengprotein@uchicago.edu
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.
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