| Interaction of vanadate with phenol and tyrosine: implications for the effects of vanadate on systems regulated by tyrosine phosphorylation. | |
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MedLine Citation:
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PMID: 3456158 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The interaction of vanadate with phenol and N-acetyltyrosine ethyl ester in aqueous solution has been studied by using 51V nuclear magnetic resonance spectroscopy. On the basis of these studies, it has been concluded that vanadate rapidly esterifies the hydroxyl group of the aromatic ring to yield a phenyl vanadate. For phenol, the equilibrium constant for this reaction in terms of the convention that the activity of liquid water is 1.0 is K1 = [phenyl vanadate]/[phenol][vanadate] = 0.97 +/- 0.02. This value is well over 4 orders of magnitude larger than estimates from the literature for the corresponding equilibrium constant for the esterification of phenol by phosphate. The equilibrium constant for esterification of the phenol moiety of N-acetyltyrosine ethyl ester is similar to that for esterification of phenol. The relevance of these observations to processes that are regulated by reversible phosphorylation/dephosphorylation of tyrosine residues is discussed, in particular the insulin-like effect of vanadate. |
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Authors:
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A S Tracey; M J Gresser |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Proceedings of the National Academy of Sciences of the United States of America Volume: 83 ISSN: 0027-8424 ISO Abbreviation: Proc. Natl. Acad. Sci. U.S.A. Publication Date: 1986 Feb |
Date Detail:
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Created Date: 1986-03-14 Completed Date: 1986-03-14 Revised Date: 2009-11-18 |
Medline Journal Info:
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Nlm Unique ID: 7505876 Medline TA: Proc Natl Acad Sci U S A Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 609-13 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Hydrogen-Ion Concentration Kinetics Magnetic Resonance Spectroscopy Phenol Phenols / metabolism* Phosphorylation Protein Processing, Post-Translational Tyrosine / analogs & derivatives, metabolism* Vanadates Vanadium / metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Phenols; 0/Vanadates; 108-95-2/Phenol; 55520-40-6/Tyrosine; 7440-62-2/Vanadium; 840-97-1/ethyl N-alpha-acetyl-tyrosinate |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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