ENZYME ALDEHYDE OXIDASE IS AN IMINIUM OXIDASE - REACTION WITH NICOTINE DELTA-1'(5')IMINIUM ION

被引:101
作者
BRANDANGE, S
LINDBLOM, L
机构
[1] Department of Organic Chemistry, Arrhenius Laboratory, University of Stockholm
关键词
D O I
10.1016/0006-291X(79)91977-6
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The second of the two reaction steps involved in the metabolic transformation of (-)-nicotine to (-)-cotinine (3) (i.e., the oxidation of the intermediate 2) is mediated mainly, if not solely, by the enzyme aldehyde oxidase (EC 1.2.3.1). Of the molecular species that constitute 2, nicotine Δ1′(5′) iminium ion (2a) appears to serve as the substrate. The enzyme has a strong affinity for 2a, as shown in a study on the inhibition of the oxidation of 3-(aminocarbonyl)-1-methylpyridinium chloride. This study gave a value of Ki = 6 μM; Km = 2 μM (pH 7.4). Mainly in view of this finding, iminium oxidase" seems to be a more adequate name than "aldehyde oxidase" for this enzyme. © 1979."
引用
收藏
页码:991 / 996
页数:6
相关论文
共 18 条
  • [1] SYNTHESIS, STRUCTURE AND STABILITY OF NICOTINE DELTA-1'(5') IMINIUM ION, AN INTERMEDIARY METABOLITE OF NICOTINE
    BRANDANGE, S
    LINDBLOM, L
    [J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1979, 33 (03): : 187 - 191
  • [2] BRANZOLI V, 1974, J BIOL CHEM, V249, P4339
  • [3] Bray RC, 1975, ENZYMES, P299, DOI DOI 10.1016/S1874-6047(08)60229-2
  • [4] FELSTED RL, 1973, J BIOL CHEM, V248, P2580
  • [5] GORROD JW, 1975, ESSAYS TOXICOL, V6, P35
  • [6] HILL DL, 1972, CANCER RES, V32, P658
  • [7] HUCKER HB, 1960, J PHARMACOL EXP THER, V129, P94
  • [8] HUCKER HB, 1960, FED PROC, V19, P30
  • [9] KALCKAR HM, 1947, J BIOL CHEM, V167, P461
  • [10] KALCKAR HM, 1947, J BIOL CHEM, V167, P429