Chemical changes following γ-irradiation of benzylpenicillin in aqueous solution
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 575-582
- https://doi.org/10.1039/p29730000575
Abstract
The effects of γ-irradiation on aqueous solutions of sodium benzylpenicillin have been investigated. Pulse radiolysis indicates that both hydrated electrons and hydroxyl radicals are responsible for the degradation between 10–4 and 10–2 M solute concentrations. Reaction of hydroxyl radicals with the benzene ring of the penicillin side-chain leads to the formation of o-, m-, and p-hydroxybenzylpenicillins. Hydroxyl radicals also induce cleavage of the β-lactam ring, yielding benzylpenilloic and benzylpenicilloic acid. Reaction of hydrated electrons with penicillins generally lead to molecular rearrangements yielding products such as benzylpenillic acid.Keywords
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