Document Detail


Acid-labile anchoring linkages for solid phase synthesis of C-terminal asparagine peptides using the Fmoc strategy.
MedLine Citation:
PMID:  2272754     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Two acid-labile substituted benzylamine type anchoring linkages, 4-benzoxy-2,6-dimethoxybenzylamine and 2-benzoxy-4,6-dimethoxybenzylamine, for solid phase synthesis of peptide amides were prepared. The Na-9-fluorenylmethyloxycarbonyl (Fmoc) amino acids could be easily attached to the resins with DCC/HOBt (loading 0.5-0.6 mmol/g resin). After final removal of the Na-protecting groups, treatment with TFA (50-95%) yielded amino acid and peptide amides in high purity. As we could show for the synthesis of thymulin (FTS, pGlu-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn), these two resins with anchoring linkages are well suited for the synthesis of C-terminal Asn peptides using protected aspartic acid derivative as starting material.
Authors:
J Shao; Y H Li; W Voelter
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  International journal of peptide and protein research     Volume:  36     ISSN:  0367-8377     ISO Abbreviation:  Int. J. Pept. Protein Res.     Publication Date:  1990 Aug 
Date Detail:
Created Date:  1991-02-28     Completed Date:  1991-02-28     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0330420     Medline TA:  Int J Pept Protein Res     Country:  DENMARK    
Other Details:
Languages:  eng     Pagination:  182-7     Citation Subset:  IM    
Affiliation:
Department of Physical Biochemistry, University of Tübingen, FRG.
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MeSH Terms
Descriptor/Qualifier:
Amino Acid Sequence
Amino Acids*
Asparagine
Fluorenes*
Indicators and Reagents*
Molecular Sequence Data
Peptides / chemical synthesis*
Resins, Synthetic / chemical synthesis*
Thymic Factor, Circulating / chemical synthesis
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Fluorenes; 0/Indicators and Reagents; 0/N(alpha)-fluorenylmethyloxycarbonylamino acids; 0/Peptides; 0/Resins, Synthetic; 7006-34-0/Asparagine; 78922-62-0/Thymic Factor, Circulating

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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