Source:http://linkedlifedata.com/resource/pubmed/id/11432468
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5
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pubmed:dateCreated |
2001-7-2
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pubmed:abstractText |
Synthetic routes to primary and N-alkyl alpha-keto amides are presented in this paper. Primary alpha-keto amides may be prepared by using an aldehyde as starting material. Commercially available alpha-keto acids may be coupled in high yield with primary amines by the mixed carbonic anhydride method affording N-alkyl alpha-keto amides. Alternatively, N-alkyl alpha-keto amides may be prepared by coupling long-chain alpha-hydroxy acids with amino components, followed by oxidation with pyridinium dichromate or NaOCl in the presence of 4-acetamido-2,2,6,6-tetramethyl-1-piperidinyloxy free radical. The alpha-keto amide derivatives prepared according to these procedures were tested for their ability to form stable monomolecular films at the air/water interface. The inhibition of porcine pancreatic lipase by the alpha-keto amides, spread as mixed films with 1,2-dicaprin, was studied with the monolayer technique. Among the compounds tested in this study, methyl 2-[(2-ketododecanoyl)amino]hexadecanoate was shown to be the most potent inhibitor, causing a 50% decrease in lipase activity at a 0.09 molar fraction.
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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 |
May
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pubmed:issn |
0024-4201
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
36
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
535-42
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:11432468-Amides,
pubmed-meshheading:11432468-Chromatography, Liquid,
pubmed-meshheading:11432468-Enzyme Inhibitors,
pubmed-meshheading:11432468-Lipase,
pubmed-meshheading:11432468-Magnetic Resonance Spectroscopy,
pubmed-meshheading:11432468-Molecular Structure,
pubmed-meshheading:11432468-Spectrometry, Mass, Fast Atom Bombardment,
pubmed-meshheading:11432468-Spectrophotometry, Infrared
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pubmed:year |
2001
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pubmed:articleTitle |
Synthetic routes and lipase-inhibiting activity of long-chain alpha-keto amides.
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pubmed:affiliation |
Department of Chemistry, University of Athens, Greece.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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