Cupric superoxo-mediated intermolecular C-H activation chemistry.
The new cupric superoxo complex [LCu(II)(O(2)(•-))](+), which possesses particularly strong O-O and Cu-O bonding, is capable of intermolecular C-H activation of the NADH analogue 1-benzyl-1,4-dihydronicotinamide (BNAH). Kinetic studies indicated a first-order dependence on both the Cu complex and BNAH with a deuterium kinetic isotope effect (KIE) of 12.1, similar to that observed for certain copper monooxygenases.
Department of Chemistry, Johns Hopkins University, Baltimore, Maryland 21218, United States.
Ryan L
RL
Peterson
Richard A
RA
Himes
Hiroaki
H
Kotani
Tomoyoshi
T
Suenobu
Li
L
Tian
Maxime A
MA
Siegler
Edward I
EI
Solomon
Shunichi
S
Fukuzumi
Kenneth D
KD
Karlin
D002244:Carbon / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D007700:Kinetics; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
D009942:Organometallic Compounds; D002244:Carbon; D003300:Copper; D006859:Hydrogen
Science. 2004 May 7;304(5672):864-7
15131304
Proc Natl Acad Sci U S A. 2004 Sep 7;101(36):13105-10
15340147
Angew Chem Int Ed Engl. 2001 Dec 17;40(24):4570-4590
12404359
Biochemistry. 2003 Feb 25;42(7):1813-9
12590568
Curr Opin Chem Biol. 2009 Feb;13(1):119-31
19286415
Acc Chem Res. 2007 Jul;40(7):601-8
17458929
J Am Chem Soc. 2008 Feb 27;130(8):2501-16
18254624
Chem Rev. 2004 Feb;104(2):1013-45
14871148
J Am Chem Soc. 2007 Jan 17;129(2):264-5
17212392
J Am Chem Soc. 2009 Mar 4;131(8):2788-9
19209864
Biochemistry. 2004 May 18;43(19):5735-47
15134448
J Biol Chem. 2003 Dec 12;278(50):49691-8
12966104
Chem Rev. 1996 Nov 7;96(7):2239-2314
11848828
Chemistry. 2008;14(1):344-57
17907133
Chem Rev. 2006 Aug;106(8):3095-118
16895320
J Biol Chem. 2006 Feb 10;281(6):3013-6
16301310
J Am Chem Soc. 2006 Nov 8;128(44):14281-92
17076501
Inorg Chem. 2006 Apr 3;45(7):3034-41
16562959
Chem Rev. 1996 Nov 7;96(7):2541-2562
11848836
J Am Chem Soc. 2004 Apr 21;126(15):4991-5000
15080705
Curr Opin Chem Biol. 2007 Apr;11(2):151-8
17374503
Chem Rev. 2004 Feb;104(2):1047-76
14871149
Chemistry. 2008;14(21):6465-73
18512825
Chem Commun (Camb). 2009 Feb 14;(6):704-6
19322428
Curr Opin Chem Biol. 2005 Apr;9(2):152-63
15811799
J Biol Inorg Chem. 2004 Sep;9(6):669-83
15311336
Curr Opin Chem Biol. 2006 Apr;10(2):115-22
16504568
Angew Chem Int Ed Engl. 2008;47(1):82-5
18022887
Chemistry. 2009;15(19):4886-95
19322769
Inorg Chem. 2003 Nov 3;42(22):6968-70
14577757
Angew Chem Int Ed Engl. 1998 Apr 3;37(6):798-799
29711401
Inorg Chem. 2008 Oct 6;47(19):8736-47
18783212
J Am Chem Soc. 2006 Oct 4;128(39):12817-28
17002377
J Biol Chem. 2006 Feb 17;281(7):4190-8
16330540