Document Detail


Disulfide linkage to polyacrylic resin for automated Fmoc peptide synthesis. Immunochemical applications of peptide resins and mercaptoamide peptides.
MedLine Citation:
PMID:  8370643     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The use of disulfide bonds for peptide-resin linkage in solid-phase peptide synthesis was investigated using polyacrylic polymers (Expansin) and automated Fmoc methodology. The disulfide moiety was bound to the support either by coupling a protected bifunctional handle or by an original stepwise procedure. Among the three different disulfide handles that were investigated, only the aminoethyldithio-2-isobutyric acid (AEDI) handle was stable enough to achieve peptide synthesis. A series of peptides of up to 10-20 amino acids were prepared in this manner, in good yield and purity. Rapid and quantitative peptide release was obtained by reduction with equimolecular amounts of dithiothreitol at pH 9 or tris(2-carboxymethyl) phosphine at pH 4.5. This allowed direct and rapid coupling of the released cysteamide peptides to an activated protein carrier and the use of free or resin-bound forms of the antigen in immunoassays.
Authors:
J Méry; C Granier; M Juin; J Brugidou
Related Documents :
14613113 - Chemical and enzymatic synthesis of fluorinated-dehydroalanine-containing peptides.
2938353 - Reaction of fluorescein isothiocyanate with thiol and amino groups of sarcoplasmic atpase.
17288453 - A structurally altered d,l-amino acid tcralpha transmembrane peptide interacts with the...
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  International journal of peptide and protein research     Volume:  42     ISSN:  0367-8377     ISO Abbreviation:  Int. J. Pept. Protein Res.     Publication Date:  1993 Jul 
Date Detail:
Created Date:  1993-10-14     Completed Date:  1993-10-14     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:  44-52     Citation Subset:  IM    
Affiliation:
Research Centre for Macromolecular Biochemistry, CNRS, Montpellier, France.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Acrylic Resins
Amino Acid Sequence
Disulfides / chemistry
Fluorenes / chemistry
Immunochemistry
Molecular Sequence Data
Oligopeptides / chemical synthesis,  chemistry,  immunology
Oxidation-Reduction
Peptides / chemical synthesis*,  chemistry,  immunology
Chemical
Reg. No./Substance:
0/Acrylic Resins; 0/Disulfides; 0/Fluorenes; 0/Oligopeptides; 0/Peptides

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


Previous Document:  N-->S phosphoryl migration in phosphoryl glutathion.
Next Document:  Diaminomethane dihydrochloride, a novel reagent for the synthesis of primary amides of amino acids a...