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Volumn 130, Issue 29, 2008, Pages 9234-9235

Biomimetic seleninates and selenonates

Author keywords

[No Author keywords available]

Indexed keywords

ACID; AMINO ACID; AMMONIUM DERIVATIVE; CARBOXYLIC ACID; DEHYDROALANINE; DIMETHYLDIOXIRANE; HOMOSERINE; NUCLEOSIDE; OXYGEN; PYRAN DERIVATIVE; REAGENT; SELENINIC ACID; SELENIUM DERIVATIVE; SELENONIC ACID; SODIUM DERIVATIVE; THIOL DERIVATIVE;

EID: 47749147368     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8034448     Document Type: Article
Times cited : (57)

References (27)
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    • C antagonist: Krehan, D.; Frolund, B.; Krogsgaard-Larsen, P.; Kehler, J.; Johnson, G. A. R.; Chebib, M. Neurochem. Int. 2003, 42, 561-565.
  • 7
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    • Liotta, D, Ed, John Wiley & Sons: New York
    • (b) Ley, S. V. in Organoselenium Chemistry; Liotta, D., Ed.; John Wiley & Sons: New York, 1987; p 106.
    • (1987) Organoselenium Chemistry , pp. 106
    • Ley, S.V.1
  • 11
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    • Synthesis of aminoseleninates from the diselenides: Stuhr-Hansen, N.; Ebert, B.; Krogsgaard-Larsen, P.; Kehler, J Org. Lett. 2000, 2, 7-9. (see also references cited therein for alternative oxidative procedures)
    • Synthesis of aminoseleninates from the diselenides: Stuhr-Hansen, N.; Ebert, B.; Krogsgaard-Larsen, P.; Kehler, J Org. Lett. 2000, 2, 7-9. (see also references cited therein for alternative oxidative procedures)
  • 12
    • 0041147499 scopus 로고    scopus 로고
    • 77Se chemical shifts for 1-5: 520.8, 1205.2, 1170.8, 1037.8, and 1053.0 ppm (vs external PhSeSePh at 460 ppm). Reich, H. J.; Hoeger, C. A.; Willis, W. W., Jr Tetrahedron 1985, 41, 4771-4779.
    • 77Se chemical shifts for 1-5: 520.8, 1205.2, 1170.8, 1037.8, and 1053.0 ppm (vs external PhSeSePh at 460 ppm). Reich, H. J.; Hoeger, C. A.; Willis, W. W., Jr Tetrahedron 1985, 41, 4771-4779.
  • 15
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    • A related seleninoalanine has been prepared without elimination: Block, E.; Birringer, M.; Jiang, W.; Nakahodo, T.; Thompson, H. J.; Toscano, P. J.; Uzar, H.; Zhang, X.; Zhu, Z. J. Agric. Food Chem. 2001, 49, 458-470.
    • A related seleninoalanine has been prepared without elimination: Block, E.; Birringer, M.; Jiang, W.; Nakahodo, T.; Thompson, H. J.; Toscano, P. J.; Uzar, H.; Zhang, X.; Zhu, Z. J. Agric. Food Chem. 2001, 49, 458-470.
  • 18
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    • Detailed mechanistic studies: (a) Kice; J., L.; Lee, T. W. S. J. Am. Chem. Soc. 1978, 100, 5094-5102.
    • Detailed mechanistic studies: (a) Kice; J., L.; Lee, T. W. S. J. Am. Chem. Soc. 1978, 100, 5094-5102.
  • 19
    • 0001650697 scopus 로고
    • and references cited therein
    • (b) Kice, J. L.; Purkiss, D. W. J. Org. Chem. 1987, 52, 3448-3451, and references cited therein.
    • (1987) J. Org. Chem , vol.52 , pp. 3448-3451
    • Kice, J.L.1    Purkiss, D.W.2
  • 20
    • 47749138205 scopus 로고    scopus 로고
    • See Supporting Information for a mechanism proposal that accounts for the apparently missing oxygen atom
    • See Supporting Information for a mechanism proposal that accounts for the apparently missing oxygen atom.
  • 21
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    • A partial list of important enzymes with active site cysteine includes thymidylate synthase, monoamine oxidase, ribonucleotide reductase, protein tyrosine phosphatase, and the cysteine proteases. See discussion in: Silverman, R. B, 2nd ed, Elsevier Academic Press: Amsterdam, The Netherlands
    • A partial list of important enzymes with active site cysteine includes thymidylate synthase, monoamine oxidase, ribonucleotide reductase, protein tyrosine phosphatase, and the cysteine proteases. See discussion in: Silverman, R. B. The Organic Chemistry of Drug Design and Drug Action, 2nd ed.; Elsevier Academic Press: Amsterdam, The Netherlands, 2004; pp 274-321..
    • (2004) The Organic Chemistry of Drug Design and Drug Action , pp. 274-321
  • 22
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    • Selenylation of phenols: Oddershede, J.; Henriksen, L.; Larsen, S. Org. Biomol. Chem 2003, 1, 1053-1060, and references cited therein.
    • Selenylation of phenols: Oddershede, J.; Henriksen, L.; Larsen, S. Org. Biomol. Chem 2003, 1, 1053-1060, and references cited therein.
  • 23
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    • Selenylation of indoles: Crich, D.; Davies, J. W. Tetrahedron Lett. 1989, 30, 4307-4308, and references cited therein.
    • Selenylation of indoles: Crich, D.; Davies, J. W. Tetrahedron Lett. 1989, 30, 4307-4308, and references cited therein.
  • 24
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    • Selenylation of imidazoles: Back, T. G.; Kerr, R. G. Can. J. Chem. 1986, 64, 308-310.
    • Selenylation of imidazoles: Back, T. G.; Kerr, R. G. Can. J. Chem. 1986, 64, 308-310.
  • 25
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    • O-Ethylation of silver perfluoroethaneselenonate: Haas, A.; Herkt, S. J. Fluorine Chem. 1995, 71, 165-166.
  • 26
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    • Decomposition of potassium ethaneselenonate: Bird, M.; Challenger, F. J. Chem. Soc. 1942, 570-574.
    • Decomposition of potassium ethaneselenonate: Bird, M.; Challenger, F. J. Chem. Soc. 1942, 570-574.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.