Species difference in enantioselectivity for the oxidation of propranolol by cytochrome P450 2D enzymes

Shizuo Narimatsu, Naoko Kobayashi, Yasuhiro Masubuchi, Toshiharu Horie, Tomohito Kakegawa, Hiroshi Kobayashi, James P. Hardwick, Frank J. Gonzalez, Noriaki Shimada, Shigeru Ohmori, Mitsukazu Kitada, Kazuo Asaoka, Hiroyuki Kataoka, Shigeo Yamamoto, Testuo Satoh

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

We examined and compared enantioselectivity in the oxidation of propranolol (PL) by liver microsomes from humans and Japanese monkeys (Macaca fuscata). PL was oxidized at the naphthalene ring to 4-hydroxypropranolol, 5- hydroxypropranolol and side chain N-desisopropylpropranolol by human liver microsomes with enantioselectivity of [R(+)>S(-)] in PL oxidation rates at substrate concentrations of 10 μM and 1 mM. In contrast, reversed enantioselectivity [R(+)

Original languageEnglish
Pages (from-to)73-90
Number of pages18
JournalChemico-Biological Interactions
Volume127
Issue number1
DOIs
Publication statusPublished - Jun 15 2000

Fingerprint

Enantioselectivity
Propranolol
Cytochrome P-450 Enzyme System
Macaca
Liver Microsomes
Liver
Oxidation
Substrates

Keywords

  • CYP2D6
  • Enantioselectivity
  • Heterologous expression system
  • Human liver microsomes
  • Monkey liver microsomes
  • Propranolol

ASJC Scopus subject areas

  • Toxicology

Cite this

Narimatsu, S., Kobayashi, N., Masubuchi, Y., Horie, T., Kakegawa, T., Kobayashi, H., ... Satoh, T. (2000). Species difference in enantioselectivity for the oxidation of propranolol by cytochrome P450 2D enzymes. Chemico-Biological Interactions, 127(1), 73-90. https://doi.org/10.1016/S0009-2797(00)00174-5

Species difference in enantioselectivity for the oxidation of propranolol by cytochrome P450 2D enzymes. / Narimatsu, Shizuo; Kobayashi, Naoko; Masubuchi, Yasuhiro; Horie, Toshiharu; Kakegawa, Tomohito; Kobayashi, Hiroshi; Hardwick, James P.; Gonzalez, Frank J.; Shimada, Noriaki; Ohmori, Shigeru; Kitada, Mitsukazu; Asaoka, Kazuo; Kataoka, Hiroyuki; Yamamoto, Shigeo; Satoh, Testuo.

In: Chemico-Biological Interactions, Vol. 127, No. 1, 15.06.2000, p. 73-90.

Research output: Contribution to journalArticle

Narimatsu, S, Kobayashi, N, Masubuchi, Y, Horie, T, Kakegawa, T, Kobayashi, H, Hardwick, JP, Gonzalez, FJ, Shimada, N, Ohmori, S, Kitada, M, Asaoka, K, Kataoka, H, Yamamoto, S & Satoh, T 2000, 'Species difference in enantioselectivity for the oxidation of propranolol by cytochrome P450 2D enzymes', Chemico-Biological Interactions, vol. 127, no. 1, pp. 73-90. https://doi.org/10.1016/S0009-2797(00)00174-5
Narimatsu, Shizuo ; Kobayashi, Naoko ; Masubuchi, Yasuhiro ; Horie, Toshiharu ; Kakegawa, Tomohito ; Kobayashi, Hiroshi ; Hardwick, James P. ; Gonzalez, Frank J. ; Shimada, Noriaki ; Ohmori, Shigeru ; Kitada, Mitsukazu ; Asaoka, Kazuo ; Kataoka, Hiroyuki ; Yamamoto, Shigeo ; Satoh, Testuo. / Species difference in enantioselectivity for the oxidation of propranolol by cytochrome P450 2D enzymes. In: Chemico-Biological Interactions. 2000 ; Vol. 127, No. 1. pp. 73-90.
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