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Synthesis of ring labeled [1'-14C]-L-tyrosine

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Identyfikatory
Warianty tytułu
Konferencja
Proceedings of the IV All-Polish Conference on Radiochemistry and Nuclear Chemistry9-11 May 2005, Kraków-Przegorzały, Poland
Języki publikacji
EN
Abstrakty
EN
The synthesis of specifically ring labeled isotopomer of L-tyrosine, (l-Tyr), using chemical and enzymatic methods is reported. The carbon-14 labeled [1’-14C]-L-Tyr has been synthesized by a 6-step conversion of [2-14C]-malonic acid into [4’-14C]-phenol and its subsequent condensation with S-methyl-L-cysteine using enzyme tyrosine phenol lyase from Citrobacter freundii.
Słowa kluczowe
Czasopismo
Rocznik
Strony
13--16
Opis fizyczny
Bibliogr. 15 poz., rys.
Twórcy
autor
autor
  • Department of Chemistry, University of Warsaw, 1 Pasteura Str., 02-093 Warsaw, Poland, Tel.: +48 22 822 02 11 ext. 509, Fax: +48 22 822 59 96, mkanska@alfa.chem.edu.pl
Bibliografia
  • 1. Aronoff S (1957) Techniques of radiochemistry. The Iowa State College Press, USA
  • 2. Augustyniak W, Kański R, Kańska M (2001) Synthesis of carbon-14 labeled [1-14C]-, and [2-14C]-L-tyrosine. J Labelled Compd Radiopharm 44:553−560
  • 3. Augustyniak W, Suchecki P, Jemielity J, Kański R,Kańska M (2001) Synthesis of tritium labeled isotopomers of L-tyrosine. J Labelled Compd Radiopharm 45:559−567
  • 4. Beyer J, Lang-Furgmann S, Mühlbauer A, Steglich W(1998) A convenient synthesis of 4-hydroxyl[1-13C]benzoic acid and related ring-labelled phenolic compounds. Synthesis 7:1047−1051
  • 5. Fry A (1972) Application of the successive labelling technique to some carbon, nitrogen, and chlorine isotopes effects studies of organic reaction mechanisms. Chem Soc Rev 1:163−210
  • 6. Huskey WP (1991) Origins and interpretations of heavyatom isotope effects. In: Cook F (ed.) Enzyme mechanism from isotope effects. CRS Press, Boca Raton, pp 37−73
  • 7. Kiick DM, Phillips RS (1988) Mechanistic deduction from kinetic isotope effects and pH studies of pyridoxal phosphate dependent carbon-carbon lyases: Erwinia Herbicola and Citrobacter freundii tyrosine phenol lyase.Biochemistry 27:7333−7338
  • 8. Kumagai H, Utagawa T, Yamada H (1975) Studies on tyrosine phenol lyase. Modification of essential histidyl residues by diethylpyrocarbonate. J Biol Chem 250:1661−1667
  • 9. Kumagai H, Yamada H, Matsui H, Ohkishi H, Ogata K(1970) Tyrosine phenol lyase. I. Purification, crystallization,and properties. J Biol Chem 245:1767−1772
  • 10. Kumagai H, Yamada H, Matsui H, Ohkishi H, Ogata K (1970) Tyrosine phenol lyase. II. Cofactors requirements. J Biol Chem 245:1773−1777
  • 11. Murray III A, Williams DL (1958) Organic synthesis with isotopes. Vol. 1. Interscience, New York
  • 12. Nagasawa T, Utagawa T, Goto J et al. (1981) Synthesis of L-tyrosine-related amino acids by tyrosine phenol-lyase of Citrobacter intermedius. Eur J Biochem 117:33−40
  • 13. Palcic MM, Shen SJ, Schleicher E et al. (1987)Stereochemistry and mechanism of reaction catalyzed by tyrosine phenol-lyase from Escherichia intermedia. Z Naturforsch C 42:307−318
  • 14. Udenfriend S, Cooper JR (1952) The chemical estimation of tyrosine and tyramine. J Biol Chem 196:227−233
  • 15. Yamada H, Kumagai H, Kashima N, Torii H (1972)Synthesis of tyrosine from pyruvate, ammonia and phenol by crystalline tyrosine phenol lyase. Biochem Biophys Res Commun 46:370−374
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ6-0004-0024
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