Abstract:
The interaction of racemic 1-amino-3-(methylthio)propylphosphinic acid with benzylthiol catalysed by pyridoxal-5’-phosphatedependent L-methionine-γ-lyase affords (R)-1-amino-3-(benzylthio)propylphosphinic acid, which was converted into the (R)-isomers of phosphinic analogues of homocysteine and methionine.
Document Type:
Article
Language: English
Citation:
K. V. Alferov, Yu. N. Zhukov, N. G. Faleev, E. N. Khurs, R. M. Khomutov, “Chemoenzymatic synthesis of optically active phosphinic analogues of S-substituted sulfur-containing amino acids”, Mendeleev Commun., 13:3 (2003), 127–128
Linking options:
https://www.mathnet.ru/eng/mendc3986
https://www.mathnet.ru/eng/mendc/v13/i3/p127
This publication is cited in the following 6 articles:
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N. G. Faleev, M. A. Tsvetikova, M. M. Ilyin, V. S. Yufryakov, N. G. Kolotyrkina, V. V. Kulikova, T. V. Demidkina, K. A. Kochetkov, “Unusual stereoselectivity of methionine-γ-lyase from Citrobacterfreundii toward diastereomeric (S)-methionine S-oxide”, Mendeleev Commun., 31:2 (2021), 236–238
Qiuli Yao, Chengye Yuan, “Enantioselective Synthesis of H-Phosphinic Acids Bearing Natural Amino Acid Residues”, J. Org. Chem., 78:14 (2013), 6962
Nicolai G. Faleev, Kirill V. Alferov, Marina A. Tsvetikova, Elena A. Morozova, Svetlana V. Revtovich, Elena N. Khurs, Mikhail M. Vorob'ev, Robert S. Phillips, Tatyana V. Demidkina, Radii M. Khomutov, “Methionine γ-lyase: Mechanistic deductions from the kinetic pH-effects”, Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, 1794:10 (2009), 1414
Marta Zarandi, Amino Acids, Peptides and Proteins, 2007, 19
Kirill V. Alferov, Yurii N. Zhukov, Nikolai G. Faleev, Elena N. Khurs, Radii M. Khomutov, “Chemoenzymatic Synthesis of Optically Active Phosphinic Analogues of S‐Substituted Sulfur‐Containing Amino Acids.”, ChemInform, 34:47 (2003)