Document Detail

Synthesis of optically pure chrysobactin and immunoassay development.
MedLine Citation:
PMID:  8837459     Owner:  NLM     Status:  MEDLINE    
Chrysobactin (alpha-N-(2,3-dihydroxybenzoyl)-D-lysyl-L-serine), a siderophore that is essential for systemic virulence by plant pathogenic Erwinia chrysanthemi, was synthesized with high diastereomeric purity. Chrysobactin was prepared by coupling the N-hydroxysuccinimide ester of alpha-N-(2,3-dibenzyloxybenzoyl)-epsilon-N-Cbz-D-lysine with L-serine benzyl ester followed by deprotection via hydrogenolysis. Optically pure chrysobactin was obtained with 98% overall yield. A monoclonal antibody to ferric chrysobactin was developed and characterized as IgM. The antibody reacts with chrysobactin, ferric chrysobactin and less strongly with ferric dihydroxybenzoic acid. The antibody reacts weakly with the siderophores ferrichrome, A, ferric pseudobactin and ferric rhodotorulic acid. This antibody was used in a competitive immunoassay to detect ferric chrysobactin at 10(-8) to 10(-10) mol. This immunoassay may provide a useful method for the detection of chrysobactin in plant samples.
C Lu; J S Buyer; J F Okonya; M J Miller
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine     Volume:  9     ISSN:  0966-0844     ISO Abbreviation:  Biometals     Publication Date:  1996 Oct 
Date Detail:
Created Date:  1996-12-09     Completed Date:  1996-12-09     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9208478     Medline TA:  Biometals     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  377-83     Citation Subset:  IM    
US Department of Agriculture, Agricultural Research Service, Beltsville, MD 20705-2350, USA.
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MeSH Terms
Antibodies, Monoclonal
Dipeptides / analysis,  chemical synthesis*,  chemistry
Immunoassay / methods*
Molecular Structure
Pectobacterium chrysanthemi / pathogenicity
Plants / chemistry
Siderophores / analysis,  chemical synthesis*,  chemistry
Reg. No./Substance:
0/Antibodies, Monoclonal; 0/Dipeptides; 0/Siderophores; 120124-51-8/chrysobactin

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

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