| Synthesis and incorporation of [6,7]-selenatryptophan into dihydrofolate reductase. | |
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MedLine Citation:
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PMID: 12387825 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Until recently, the only selenium containing amino acid which could be used to completely substitute for a wild type amino acid was selenomethionine (SeMet). In the last decade the preparation of SeMet containing proteins has proved to be valuable tools in the determination of three-dimensional structure by multiwavelength anomalous diffraction (MAD) techniques. The potential utility of a selenium containing tryptophan analog, beta-seleno[3,2-b]pyrrolyl-L-alanine ([4,5]selenatryptophan), has recently been demonstrated in the literature. This finding shows promise for the bioincorporation of its positional isomer, beta-selenolo[2,3-b]pyrrolyl-L-alanine ([6,7]selenatryptophan), thereby adding to the essential arsenal of selenium-containing amino acids for use in the characterization of proteins. The synthesis of [6,7]selenatryptophan by enzymatic biotransformation with tryptophan synthase from selenolo[2,3-b]pyrrole was carried out as well as its characterization by NMR spectroscopy and thin layer chromatography. Selenatryptophyl dihydrofolate reductase ([6,7]SeTrp-DHFR) was then synthesized in vivo, purified, and found to exhibit no perturbations to enzymatic activity. |
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Authors:
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Jeffrey O Boles; James Henderson; Duane Hatch; Louis A Silks |
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Publication Detail:
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Type: Journal Article; 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: Biochemical and biophysical research communications Volume: 298 ISSN: 0006-291X ISO Abbreviation: Biochem. Biophys. Res. Commun. Publication Date: 2002 Oct |
Date Detail:
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Created Date: 2002-10-21 Completed Date: 2002-11-26 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0372516 Medline TA: Biochem Biophys Res Commun Country: United States |
Other Details:
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Languages: eng Pagination: 257-61 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Tennessee Technological University, Cookeville 38505, USA. Jboles@tntech.edu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alanine
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analogs & derivatives,
analysis*,
biosynthesis*,
chemistry Chromatography, Thin Layer Models, Chemical Organoselenium Compounds / analysis*, chemistry Tetrahydrofolate Dehydrogenase / chemistry* Tryptophan Synthase / metabolism |
| Chemical | |
Reg. No./Substance:
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0/Organoselenium Compounds; 0/beta-selenolo(2,3-b)pyrrolylalanine; 56-41-7/Alanine; EC 1.5.1.3/Tetrahydrofolate Dehydrogenase; EC 4.2.1.20/Tryptophan Synthase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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