rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
9
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pubmed:dateCreated |
1989-12-12
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pubmed:abstractText |
N-Formyl dipeptide conjugates of ampicillin and amoxicillin related to the chemotactic peptide N-formyl-L-methionyl-L-leucyl-L-phenylalanine were synthesized and assessed for antibacterial activity and affinity for the chemotactic peptide receptor of differentiated human promyelocytic leukemia (HL-60) cells. The conjugates and parent beta-lactam antibiotics showed similar antibacterial activities against Escherichia coli and Staphylococcus aureus. The affinity of each conjugate for the chemotactic peptide receptor was determined in a competitive binding assay, using 3H-labeled N-formyl-L-methionyl-L-leucyl-L-phenylalanine. All conjugates bound to the receptor, but with affinities ranging from 1/3 to 1/100 that of the tritiated substrate. There was good correlation between receptor affinity and stimulation of chemotaxis. The peptide-antibiotic conjugates also stimulated the oxidative metabolism of the HL-60 cells by inducing the production of superoxide and hydrogen peroxide as determined by Luminol- and Lucigenin-enhanced chemiluminescence. These conjugates, based on N-formyl-L-methionyl-L-leucyl-L-phenylalanine, thus combine both potent antibacterial and immunostimulatory properties within the same molecule.
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/2554798-1093163,
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pubmed:language |
eng
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pubmed:journal |
|
pubmed:citationSubset |
IM
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pubmed:chemical |
|
pubmed:status |
MEDLINE
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pubmed:month |
Sep
|
pubmed:issn |
0066-4804
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pubmed:author |
|
pubmed:issnType |
Print
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pubmed:volume |
33
|
pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
|
pubmed:pagination |
1516-21
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pubmed:dateRevised |
2009-11-18
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pubmed:meshHeading |
pubmed-meshheading:2554798-Adjuvants, Immunologic,
pubmed-meshheading:2554798-Amoxicillin,
pubmed-meshheading:2554798-Ampicillin,
pubmed-meshheading:2554798-Bacteria,
pubmed-meshheading:2554798-Cell Differentiation,
pubmed-meshheading:2554798-Cell Line,
pubmed-meshheading:2554798-Chemotaxis,
pubmed-meshheading:2554798-Dimethyl Sulfoxide,
pubmed-meshheading:2554798-Humans,
pubmed-meshheading:2554798-Hydrogen Peroxide,
pubmed-meshheading:2554798-Luminescent Measurements,
pubmed-meshheading:2554798-Microbial Sensitivity Tests,
pubmed-meshheading:2554798-N-Formylmethionine Leucyl-Phenylalanine,
pubmed-meshheading:2554798-Oxygen Consumption,
pubmed-meshheading:2554798-Superoxides
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pubmed:year |
1989
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pubmed:articleTitle |
Antibacterial and immunostimulatory properties of chemotactic N-formyl peptide conjugates of ampicillin and amoxicillin.
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pubmed:affiliation |
Department of Pharmaceutical Sciences, The University, Nottingham, United Kingdom.
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pubmed:publicationType |
Journal Article
|