Cyanide scavengers: kinetics of the reactions of cyanide with a water soluble cobalt(III) porphyrin.
The equilibrium and kinetic aspects of the interaction of cyanide with a model anticyanide drug cobalt(III)-tetrakis(4-sulfonatophenyl)porphyrin [Co-P] were studied at 25 degrees C, I = 0.1 (NaNO3). At the physiologic pH of 7.4, 1.9 +/- 0.1 mol of cyanide were rapidly bound per molecule of Co-P. The dissociation constant of cyanide from Co-P(H2O) (CN) was less than 10(-12), and the formation constant of Co-P(CN)2 from Co-P(H2O) (CN) and CN- was 3.5 X 10(6). From pH 4 to 10.5, the kinetics of mono-cyano Co-P formation were first order in cyanide and porphyrin, with the following specific rate constants (units M-1 s-1): Co-P(H2O)2/CN-, 3.1 X 10(2); Co-P(H2O) (OH)/CN-, 2.4 X 10(3); Co-P(OH)2/CN-, 5.1 X 10(1) and Co-P(H2O)/HCN, 3.1 X 10(-3). At pH 7.4, a second cyanide molecule adds more rapidly than the first: Co-P(H2O) (CN)/CN-, 3 X 10(4) M-1 s-1. It is concluded that low molecular weight water soluble cobalt(III) porphyrins might be used as effectively and at lower dose levels than hydroxocobalamin (B12b), a known in vivo anticyanide agent.
Hambright
P
P
Department of Chemistry, Howard University, Washington, D.C. 20059.
Langley
R
R
D055598:Chemical Phenomena; D002621:Chemistry; D003486:Cyanides; D007700:Kinetics; D008665:Metalloporphyrins; D012995:Solubility; D014867:Water
D003486:Cyanides; D008665:Metalloporphyrins; D014867:Water; C056134:cobalt(III)-tetrakis(4-sulfonatophenyl)porphyrin