Nitrite increases the enantioselectivity of sulfoxidation catalyzed by myoglobin derivatives in the presence of hydrogen peroxide

被引：6
|
作者：
Pironti, V
Nicolis, S
Monzani, E
Colonna, S
Casella, L
机构：
[1] Univ Pavia, Dipartimento Chim Gen, I-27100 Pavia, Italy
[2] Univ Milan, Ist Chim Organ Alessandro Marchesini, Fac Farm, I-20133 Milan, Italy
来源：
TETRAHEDRON | 2004年 / 60卷 / 37期
关键词：
asymmetric oxidation; myoglobin; nitrite; NMR; sulfoxidation;
D O I：
10.1016/j.tet.2004.06.097
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The effect of nitrite in the sulfoxidation of organic sulfides catalyzed by myoglobin (Mb) in the presence of hydrogen peroxide has been investigated. A general improvement in enantioselectivity was found for the reaction catalyzed by horse heart metMb and a series of sperm whale metMb derivatives including the wild type protein, the active site mutants T67K Mb, T67R Mb, T67R/S92D Mb, and the T67K Mb derivative reconstituted with the modified prosthetic group protohemin-L- histidine methyl ester. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8153 / 8160
页数：8
相关论文
共 50 条
  • [21] Chromium(VI)-catalyzed oxidations by hydrogen peroxide: Influence of the presence of water and base
    Bouquillon, S
    Ait-Mohand, S
    Muzart, J
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (11) : 2599 - 2602
  • [22] N-Dealkylation of Aminopyrine Catalyzed by Soybean Lipoxygenase in the Presence of Hydrogen Peroxide
    Yang, Xiaoyan
    Kulkarni, Arun P.
    JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 1998, 12 (03) : 175 - 183
  • [23] DECOMPOSITION OF HYDROGEN-PEROXIDE CATALYZED BY COPPER IONS IN PRESENCE OF AMPHOTERIC OXIDES
    JAISWAL, DK
    RAM, RN
    PRASAD, BB
    ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-LEIPZIG, 1982, 263 (01): : 74 - 80
  • [24] Oxidation of benzene with hydrogen peroxide catalyzed with ferrocene in the presence of pyrazine carboxylic acid
    L. S. Shul’pina
    E. L. Durova
    Yu. N. Kozlov
    A. R. Kudinov
    T. V. Strelkova
    G. B. Shul’pin
    Russian Journal of Physical Chemistry A, 2013, 87 : 1996 - 2000
  • [25] Metal-catalyzed oxidation of α-synuclein in the presence of copper(II) and hydrogen peroxide
    Paik, SR
    Shin, HJ
    Lee, JH
    ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2000, 378 (02) : 269 - 277
  • [26] Oxidation of benzene with hydrogen peroxide catalyzed with ferrocene in the presence of pyrazine carboxylic acid
    Shul'pina, L. S.
    Durova, E. L.
    Kozlov, Yu. N.
    Kudinov, A. R.
    Strelkova, T. V.
    Shul'pin, G. B.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, 2013, 87 (12) : 1996 - 2000
  • [27] Oxidation of Sulfides with Hydrogen Peroxide Catalyzed by Vitamin B2 Derivatives
    Imada, Yasushi
    Takagishi, Masamitsu
    Komiya, Naruyoshi
    Naota, Takeshi
    SYNTHETIC COMMUNICATIONS, 2013, 43 (22) : 3064 - 3071
  • [28] Stepwise oxidation of thiophene and its derivatives by hydrogen peroxide catalyzed by methyltrioxorhenium(VII)
    Brown, KN
    Espenson, JH
    INORGANIC CHEMISTRY, 1996, 35 (25) : 7211 - 7216
  • [29] Hydroxylation of phenol by hydrogen peroxide catalyzed by heteropoly compounds in presence of glycerol as green solvent
    Pamin, K.
    Poltowicz, J.
    Pronczuk, M.
    Basag, S.
    Maciejewska, J.
    Krysciak-Czerwenka, J.
    Tokarz-Sobieraj, R.
    CATALYSIS TODAY, 2015, 257 : 80 - 85
  • [30] METHEMOGLOBIN-CATALYZED FORMATION OF ALIPHATIC-ALDEHYDES IN THE PRESENCE OF HYDROGEN-PEROXIDE
    OSTROVSKY, YM
    STEPURO, II
    IGNATENKO, VA
    ALCOHOL AND ALCOHOLISM, 1987, 22 (03): : A9 - A9
12345