| Synthesis of optically pure chrysobactin and immunoassay development. | |
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MedLine Citation:
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PMID: 8837459 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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C Lu; J S Buyer; J F Okonya; M J Miller |
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Publication Detail:
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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:
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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:
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Created Date: 1996-12-09 Completed Date: 1996-12-09 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 9208478 Medline TA: Biometals Country: ENGLAND |
Other Details:
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Languages: eng Pagination: 377-83 Citation Subset: IM |
Affiliation:
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US Department of Agriculture, Agricultural Research Service, Beltsville, MD 20705-2350, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Antibodies, Monoclonal Dipeptides / analysis, chemical synthesis*, chemistry Immunoassay / methods* Mice Molecular Structure Pectobacterium chrysanthemi / pathogenicity Plants / chemistry Siderophores / analysis, chemical synthesis*, chemistry Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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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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