Prebiotic syntheses of vitamin coenzymes: I. Cysteamine and 2-mercaptoethanesulfonic acid (coenzyme M)

SL Miller, G Schlesinger - Journal of molecular evolution, 1993 - Springer
SL Miller, G Schlesinger
Journal of molecular evolution, 1993Springer
The reaction of NH 3 and SO sup2− inf3 with ethylene sulfide is shown to be a prebiotic
synthesis of cysteamine and 2-mercaptoethanesulfonic acid (coenzyme M). A similar
reaction with ethylene imine would give cysteamine and taurine. Ethylene oxide would react
with NH3 and N (CH 3) 3 to give the phospholipid components ethanolamine and choline.
The prebiotic sources of ethylene sulfide, ethylene imine and ethylene oxide are discussed.
Cysteamine itself is not a suitable thioester for metabolic processes because of acyl transfer …
Summary
The reaction of NH3 and SO sup2− inf3 with ethylene sulfide is shown to be a prebiotic synthesis of cysteamine and 2-mercaptoethanesulfonic acid (coenzyme M). A similar reaction with ethylene imine would give cysteamine and taurine. Ethylene oxide would react with NH3 and N(CH3)3 to give the phospholipid components ethanolamine and choline. The prebiotic sources of ethylene sulfide, ethylene imine and ethylene oxide are discussed. Cysteamine itself is not a suitable thioester for metabolic processes because of acyl transfer to the amino group, but this can be prevented by using an amide of cysteamine. The use of cysteamine in coenzyme A may have been due to its prebiotic abundance. The facile prebiotic synthesis of both cysteamine and coenzyme M suggests that they were involved in very early metabolic pathways.
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