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Volumn 133, Issue 26, 2011, Pages 9980-9983

Deiodination of thyroid hormones by iodothyronine deiodinase mimics: Does an increase in the reactivity alter the regioselectivity?

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; AMINO GROUP; CLOSE PROXIMITY; CYS RESIDUES; DEIODINATION; FUNCTIONAL MIMICS; IODOTHYRONINE; NUCLEOPHILIC REACTIVITY; ORGANOSELENIUM COMPOUNDS; THYROID HORMONES;

EID: 79959901642     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja201657s     Document Type: Article
Times cited : (36)

References (26)
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  • 2
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    • Biochemistry of Deiodination.
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    • Leonard, J. L.; Visser, T. J. Biochemistry of Deiodination. In Thyroid Hormone Metabolism; Hennemann, G., Ed.; Marcel Dekker: New York, 1986; p 189.
    • (1986) Thyroid Hormone Metabolism , pp. 189
    • Leonard, J.L.1    Visser, T.J.2
  • 3
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    • Berry, M. J.; Banu, L.; Larsen, P. R.
    • Berry, M. J.; Banu, L.; Larsen, P. R. Nature 1991, 349, 438-440
    • (1991) Nature , vol.349 , pp. 438-440
  • 4
    • 0029130336 scopus 로고
    • Larsen, P. R.; Berry, M. J.
    • Larsen, P. R.; Berry, M. J. Annu. Rev. Nutr. 1995, 15, 323
    • (1995) Annu. Rev. Nutr. , vol.15 , pp. 323
  • 5
    • 0001628146 scopus 로고    scopus 로고
    • Intracellular Pathways of Iodothyronine Metabolism.
    • Leonard, J. L.; Köhrle, J. In; Braverman, L. E.; Utiger, R. D., Eds.; Lippincott-Raven: Philadelphia,; p.
    • Leonard, J. L.; Köhrle, J. Intracellular Pathways of Iodothyronine Metabolism. In The Thyroid; Braverman, L. E.; Utiger, R. D., Eds.; Lippincott-Raven: Philadelphia, 1996; p 144.
    • (1996) The Thyroid , pp. 144
  • 6
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    • St. Germain, D. L.; Galton, V. A.
    • St. Germain, D. L.; Galton, V. A. Thyroid 1997, 7, 655
    • (1997) Thyroid , vol.7 , pp. 655
  • 20
    • 0035900777 scopus 로고    scopus 로고
    • It has been shown that ∼50% of the DTT molecules undergo monodeprotonation at pH 9.0. For details, see
    • It has been shown that ∼50% of the DTT molecules undergo monodeprotonation at pH 9.0. For details, see: Mottley, C.; Mason, R. P. J. Biol. Chem. 2001, 276, 42677-42683
    • (2001) J. Biol. Chem. , vol.276 , pp. 42677-42683
    • Mottley, C.1    Mason, R.P.2
  • 21
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    • Nucleophilic attack of a thiol or selenol at the positively charged iodine is consistent with the mechanism previously proposed by Goto et al. (6)
    • Nucleophilic attack of a thiol or selenol at the positively charged iodine is consistent with the mechanism previously proposed by Goto et al. (6)
  • 26
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    • 1H NMR spectroscopy. When IAA was added to compound 5, rapid and quantitative conversion of IAA to acetic acid was observed. Similarly, iodoacetamide, bromoacetic acid, and bromoacetamide were dehalogenated by 5, although the debromination was found to be much slower than the deiodination.
    • 1H NMR spectroscopy. When IAA was added to compound 5, rapid and quantitative conversion of IAA to acetic acid was observed. Similarly, iodoacetamide, bromoacetic acid, and bromoacetamide were dehalogenated by 5, although the debromination was found to be much slower than the deiodination.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.