Free radical induced redox reactions of 2,4,6-triaminopyrimidine: A pulse radiolysis study

被引:6
|
作者
Joshi, Ravi [1 ]
机构
[1] Bhabha Atom Res Ctr, Radiat & Photochem Div, Chem Grp, Bombay 400085, Maharashtra, India
关键词
2,4,6-triaminopyrimidine; Pulse radiolysis; Density functional theory; Oxidation; Mechanism; ONE-ELECTRON OXIDATION; BUTYL CHLORIDE; PYRIMIDINE; IONIZATION; REACTIVITY; REDUCTION; CONSTANTS; MECHANISM; ANILINE; PRODUCT;
D O I
10.1016/j.radphyschem.2018.06.004
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Kinetics and mechanism of reactions of 2,4,6-triaminopyrimidine (TAP) with some free radicals have been studied using pulse radiolysis technique. TAP has been found to react with hydrated electron (3.1 x 10(8) M-1 s(-1)), hydroxyl radical (4.0 x 10(9) M-1 s(-1)), trichloromethyl peroxyl radical (1.1 x 10(8) M-1 s(-1)), and sulfate radical (4.5 x 10(9) M-1 s(-1)). Density functional calculations have been performed to assign absorption maxima of transients produced on oxidation of TAP as: TAP(center dot+) radical cation (similar to 430, similar to 600, similar to 720 nm), TAP(C5)(center dot) radical (similar to 300, similar to 320 nm), aminyl TAP(NH)(center dot) radical (similar to 300, similar to 340, similar to 440 and similar to 520 nm) and TAP-OH center dot radical adduct (640 nm). Almost 72% of TAP transients produced with hydroxyl radical have been found to be oxidizing in nature, which react with tyrosine (8.0 x 10(7) M-1 s(-1)), glutathione (1.2 x 10(8) M-1 s(-1)) and bovine serum albumin protein (7.8 x 10(8) M-1 s(-1)).
引用
收藏
页码:169 / 178
页数:10
相关论文
共 50 条
  • [21] Redox reactions of disulfiram: a pulse-radiolysis study
    M. Rele
    S. Kapoor
    T. Mukherjee
    Research on Chemical Intermediates, 2003, 29 : 317 - 324
  • [22] Pulse radiolysis study on redox reactions of zinc(II)
    Domae, M
    Chitose, N
    Zuo, Z
    Katsumura, Y
    RADIATION PHYSICS AND CHEMISTRY, 1999, 56 (03) : 315 - 322
  • [23] EFFECT OF PROTONATED 2,4,6-TRIAMINOPYRIMIDINE, A TIGHT JUNCTION BLOCKER, ON INTESTINAL TRANSPORT IN DOG ILEUM INVIVO
    KREJS, GJ
    SEELIG, LL
    FORDTRAN, JS
    GASTROENTEROLOGY, 1977, 72 (04) : 685 - 691
  • [24] 2,4,6-Triaminopyrimidine as a Novel Hinge Binder in a Series of PI3Kδ Selective Inhibitors
    Patel, Leena
    Chandrasekhar, Jayaraman
    Evarts, Jerry
    Haran, Aaron C.
    Ip, Carmen
    Kaplan, Joshua A.
    Kim, Musong
    Koditek, David
    Lad, Latesh
    Lepist, Eve-Irene
    McGrath, Mary E.
    Novikov, Nikolai
    Perreault, Stephane
    Puri, Kamal D.
    Somoza, John R.
    Steiner, Bart H.
    Stevens, Kirk L.
    Therrien, Joseph
    Treiberg, Jennifer
    Villasenor, Armando G.
    Yeung, Arthur
    Phillips, Gary
    JOURNAL OF MEDICINAL CHEMISTRY, 2016, 59 (07) : 3532 - 3548
  • [25] Multi technique investigation on interaction between 5-(2-thiazolylazo)-2,4,6-triaminopyrimidine and HSA and BSA
    Dezhampanah, Hamid
    Pour, Amineh Mousazadeh Moghaddam
    JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2022, 40 (18): : 8143 - 8154
  • [26] EFFECTS OF 2,4,6-TRIAMINOPYRIMIDINE (TAP) ON NA+ AND K+ EXCRETION BY RAT-KIDNEY
    BOWMAN, RH
    WEINER, IM
    FEDERATION PROCEEDINGS, 1976, 35 (03) : 372 - 372
  • [27] EFFECTS OF IONOPHORE A 23187, ATROPINE AND 2,4,6-TRIAMINOPYRIMIDINE ON TRANS-EPITHELIAL PERMEABILITY OF RABBIT PANCREAS
    JANSEN, JWCM
    PONT, JJHHMD
    BONTING, SL
    JOURNAL OF CELL BIOLOGY, 1978, 79 (02): : A372 - A372
  • [28] FAILURE OF 2,4,6-TRIAMINOPYRIMIDINE (TAP) TO BLOCK SODIUM PATHWAYS IN A LEAKY EPITHELIUM - URINARY-BLADDER OF THE TROUT
    FOSSAT, B
    LAHLOU, B
    PFLUGERS ARCHIV-EUROPEAN JOURNAL OF PHYSIOLOGY, 1979, 379 (03): : 287 - 290
  • [29] INHIBITORY EFFECT OF CHOLERA TOXIN ON GALL-BLADDER FLUID ABSORPTION AND ITS REVERSAL BY 2,4,6-TRIAMINOPYRIMIDINE
    SAVERYMUTTU, SH
    WOOD, JR
    JOURNAL OF PHYSIOLOGY-LONDON, 1977, 266 (01): : P68 - P69
  • [30] Free radical reactions of pyridoxal (vitamin B6):: a pulse radiolysis study
    Joshi, R
    Kapoor, S
    Mukherjee, T
    RESEARCH ON CHEMICAL INTERMEDIATES, 2002, 28 (06) : 505 - 515