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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
1983-7-15
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pubmed:abstractText |
The stereochemical course of the reaction catalyzed by the soluble form of bovine lung guanylate cyclase has been investigated using [alpha-18O]guanosine 5'-triphosphate (Rp diastereomer) and guanosine 5'-O-(1-thiotriphosphate) (Sp diastereomer) as substrates. The product from the 3-thiomorpholino-1',1'-dioxide sydnonimine-stimulated enzymatic cyclization of [alpha-18O] guanosine 5'-triphosphate was esterified with diazomethane. 31P NMR analysis of the triesters indicated that all of the 18O label was present in the axial position. Guanosine 5'-O-(1-thiotriphosphate) (Sp diastereomer) was cyclized under stimulated and basal enzyme activities and, in both cases, the Rp diastereomer of guanosine 3',5'-cyclic phosphorothioate was formed. This was determined by direct comparison with material synthesized chemically from guanosine 5'-phosphorothioate. The results from these experiments show that the reaction catalyzed by guanylate cyclase proceeds with inversion of configuration at phosphorus and this indicates that the reaction proceeds by way of a single direct displacement reaction.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Guanosine 5'-O-(3-Thiotriphosphate),
http://linkedlifedata.com/resource/pubmed/chemical/Guanosine Triphosphate,
http://linkedlifedata.com/resource/pubmed/chemical/Guanylate Cyclase,
http://linkedlifedata.com/resource/pubmed/chemical/Thionucleotides,
http://linkedlifedata.com/resource/pubmed/chemical/guanosine 5'-O-(1-thiotriphosphate)
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0021-9258
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
10
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pubmed:volume |
258
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
6741-5
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:6133867-Animals,
pubmed-meshheading:6133867-Binding Sites,
pubmed-meshheading:6133867-Cattle,
pubmed-meshheading:6133867-Cytosol,
pubmed-meshheading:6133867-Guanosine 5'-O-(3-Thiotriphosphate),
pubmed-meshheading:6133867-Guanosine Triphosphate,
pubmed-meshheading:6133867-Guanylate Cyclase,
pubmed-meshheading:6133867-Lung,
pubmed-meshheading:6133867-Magnetic Resonance Spectroscopy,
pubmed-meshheading:6133867-Protein Binding,
pubmed-meshheading:6133867-Stereoisomerism,
pubmed-meshheading:6133867-Substrate Specificity,
pubmed-meshheading:6133867-Thionucleotides
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pubmed:year |
1983
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pubmed:articleTitle |
The stereochemical course of the reaction catalyzed by soluble bovine lung guanylate cyclase.
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
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