Influence of membrane permeation on biodegradation kinetics of hydrophobic compounds |
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Institution: | 1. Council of Scientific and Industrial Research (CSIR), Central Leather Research Institute (CLRI), Industrial Chemistry Laboratory, Adyar, Chennai 600 020, India;2. Academy of Scientific and Innovative Research (AcSIR), New Delhi-110001, India;3. Council of Scientific and Industrial Research (CSIR) — Central Leather Research Institute (CLRI), Chemical Laboratory, Adyar, Chennai 600 020, India;2. Department of Psychology, The Ohio State University, Columbus, OH, USA;3. Centre for Adaptive Rationality, Max Planck Institute for Human Development, Berlin, Germany;4. Department of Psychological and Brain Sciences, Indiana University, Bloomington, IN, USA;5. School of Psychological Sciences and Monash Institute of Cognitive and Clinical Neuroscience, Monash University, Clayton, VIC, Australia |
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Abstract: | The relationship between membrane permeation rate and biodegradation rate has been investigated for alkyl esters of p-aminobenzoic acid. The pseudo-first order biodegradation rate constants of these compounds increase with increasing alkyl chain length, and increasing hydrophobicity, until alkyl chain lengths of greater than five carbon atoms, for which the biodegradation rate constants remain constant. This relationship between biodegradation rate constant and hydrophobicity parallels that of the permeabilities of lipid membranes and aqueous diffusion layers towards these compounds. This indicates that the rate-determining step in the biodegradation of these esters is their diffusion into bacterial cells, and that they then undergo rapid transformation. |
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