Catalytic aspects of a copper(II) complex: biological oxidase to oxygenase activity

被引:33
|
作者
Chowdhury, Biswajit [1 ]
Maji, Milan [3 ]
Biswas, Bhaskar [1 ,2 ]
机构
[1] Raghunathpur Coll, Dept Chem, Purulia 723133, W Bengal, India
[2] Surendranath Coll, Dept Chem, 24-2 MG Rd, Kolkata 700009, W Bengal, India
[3] Natl Inst Technol, Dept Chem, Mahatma Gandhi Ave, Durgapur 713209, W Bengal, India
关键词
Copper(II); crystal structure; phenoxazinone synthase activity; catechol dioxygenase; bio-mimetic chemistry; PARTICULATE METHANE MONOOXYGENASE; METHYLOCOCCUS-CAPSULATUS BATH; CRYSTAL-STRUCTURE; PROTOCATECHUATE 3,4-DIOXYGENASE; QUERCETIN 2,3-DIOXYGENASE; IRON(III) COMPLEXES; SPECTROSCOPIC CHARACTERIZATION; PHENOXAZINONE SYNTHASE; CATECHOL DIOXYGENASES; MONONUCLEAR COPPER;
D O I
10.1007/s12039-017-1379-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A coper(II) complex, (1) [dpa =-dipyridylamine; OAc acetate], has been synthesized and crystallographically characterized. X-ray structure analysis revealed that this mononuclear Cu(II) complex crystallizes as a rare class of hexa coordination geometry named bicapped square pyramidal geometry with space group. This copper complex displays excellent catalytic efficiency, towards the oxidative coupling of 2-aminophenol (2-AP) to aminophenoxazin-3-one. Further, upon stoichiometric addition of copper(II) complex to 3,5-DTBC in presence of molecular oxygen in ethanol medium, the copper complex affords predominantly extradiol cleavage products along with a small amount of benzoquinone and a trace amount of intradiol cleavage products at a rate, , which provide substantial evidence for the oxygen activation mechanism. This paper presents a novel addition of a copper(II) complex having the potential to mimic the active site of phenoxazinone synthase and catechol dioxygenase enzymes with significant catalytic efficiency.
引用
收藏
页码:1627 / 1637
页数:11
相关论文
共 50 条
  • [31] Ascorbate Oxidase Mimetic Activity of Copper(II) Oxide Nanoparticles
    He, Shao-Bin
    Hu, Ai-Ling
    Zhuang, Quan-Quan
    Peng, Hua-Ping
    Deng, Hao-Hua
    Chen, Wei
    Hong, Guo-Lin
    CHEMBIOCHEM, 2020, 21 (07) : 978 - 984
  • [33] Synthesis, catalytic and biological activity of ruthenium(II) complexes
    Bhowon, MG
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2000, 39 (11): : 1207 - 1209
  • [34] CATALYTIC ACTIVITY OF COPPER COMPLEXES(II) WITH CARBOXYPHENYL-AMINOPYRIMIDINES (ANTIINILAMMATORY DRUGS) IN MODEL REACTIONS OF OXIDASE AND CATALASE TYPE
    GRIGORIEVA, AS
    KRISS, EE
    LAZUR, SP
    MIKHAILOVSKY, SV
    PORTNYAGINA, VA
    MOKHORT, NA
    KARP, VK
    BARKOVA, IS
    KOCHAROVSKY, BA
    KRIVORUCHKO, RA
    MINDYUK, MV
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1978, 12 (04): : 7 - 14
  • [35] Catalytic oxidation of polyphenol trihydroxybenzene by copper(II) β-alanylsulfadiazine complex
    Hanafy, Ahmed I.
    El-Bahy, Zeinhom M.
    El-Henawy, Ahmed A.
    Faheim, Abeer A.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 355 : 192 - 200
  • [36] A computational investigation into the catalytic activity of a diselenolene sulfite oxidase biomimetic complex
    Bushnell, Eric A. C.
    CANADIAN JOURNAL OF CHEMISTRY, 2016, 94 (12) : 1127 - 1132
  • [37] Chiral bipyridine-copper(II) complex. Crystal structure and catalytic activity in asymmetric cyclopropanation
    Kwong, HL
    Lee, WS
    Ng, HF
    Chiu, WH
    Wong, WT
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1998, (06): : 1043 - 1046
  • [38] Catalytic promiscuity of a copper(II)-Mannich base complex having unprecedented radical pathway in catecholase activity
    Dasgupta, Sanchari
    Mandal, Arnab
    Samanta, Debabrata
    Zangrando, Ennio
    Maity, Suvendu
    Das, Debasis
    INORGANICA CHIMICA ACTA, 2020, 505
  • [39] CATALYTIC ACTIVITY OF POLY-L-LYSINE-COPPER(II) COMPLEX ON OXIDATION OF 3.4-DIHYDROXYPHENYLALANINE
    HATANO, M
    NOZAWA, T
    IKEDA, S
    YAMAMOTO, T
    MAKROMOLEKULARE CHEMIE, 1971, 141 (FEB9): : 11 - &
  • [40] CATALYTIC ACTIVITY OF COPPER(II)-IONS IN ZEOLITES AS COMPARED TO COPPER(II)-OXIDE AND COPPER-ALUMINIUM-SPINEL
    PAETOW, H
    RIEKERT, L
    ACTA PHYSICA ET CHEMICA, 1977, 24 (1-2): : 245 - 250