The reaction could go in one of two ways, and only one of those two makes a poison. The difference is very subtle, just in terms of which one of two hydrogen atoms is removed by the enzyme in the reaction.
The chemical reaction which makes some poisonous plants so deadly has been described by researchers at the University of Bristol in a paper published today in Angewandte Chemie. Professor Adrian Mulholland in the School of Chemistr y and colleagues successfully analyzed why a particular toxic product originating from sodium fluoroacetate (a colourless salt used as a rat poison) is formed in an enzyme. Professor Mulholland said: "The reaction could go in one of two ways, and only one of those two makes a poison. The difference is very subtle, just in terms of which one of two hydrogen atoms is removed by the enzyme in the reaction. "This process gives rise to 'lethal synthesis', that is where something non-toxic is converted into a poison in the body. It is responsible for the lethal toxicity of fluoroacetate to humans and other mammals and explains, for example, why plants such as gifblaar in South Africa and Gastrolobium bilobum (heart-leaved poison) in Australia kill sheep and cattle, and why '1080' is such a potent rat poison." The Bristol team used high-level quantum mechanics/molecular mechanics (QM/MM) modelling to successfully explain how the enzyme citrate synthase (CS) converts fluoroacetyl-CoA from fluoroacetate to fluoricitrate, which is what makes fluoroacetate toxic. Only the particular form of fluorocitrate made by the enzyme is poisonous; if it made the mirror image molecule instead, the result would not be a poison.
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