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- W1978626972 abstract "The rates of hydrolysis of a series of 21 N-acylglycine esters (YCONHCH2CO2CH(CH2CH3)CO2H (2) by bovine pancreatic carboxypeptidase A (peptidyl-l-amino-acid hydrolase, EC 3.4.12.2) have been studied over the substrate concentration range 10−4–10−1 M at pH 7.5, 25°C, ionic strength 0.5. All substrates display substrate inhibition except Y = CH3, CH3CH2 and (CH3)3C for which normal Michaelis-Menten kinetics are observed. In all cases substrate inhibition is consistent with the formation of an ES2 complex and parameters for the second-degree rate equation v/E = (k2appS + k3appS2/KSSapp)/(KSapp + S + S2/KSSapp) have been evaluated. For a series of eight aliphatic groups varying in size between Y = CH3 and Y = cyclo-C6H11 the following linear correlations were observed: -log KSapp = 0.82π + 1.32 and log k2app/KSapp = 0.71π + 5.81 (π is Hansch's hydrophobicity parameter). Aryl and aralkyl Y moieties deviate from these correlation lines. KSSapp also depends on the hydrophobicity of Y but no quantitative correlation is obvious. Thus the Y unit of 2 is involved in a hydrophobic interaction with the enzyme when 2 binds at both the catalytically productive and inhibitory sites. Parameters for the enzymic hydrolysis of the esters YCONHCH2CO2CH(CH2CH(CH3)2)CO2H (3) (Y = C6H5(CH2)n (n = 0, 1, 2)) are also presented. Pronounced non-productive 1:1 enzyme · substrate complex formation is observed for each of 2: Y = C6H5(CH2)n (n = 2,3) and 3: Y = C6H5(CH2)2. Hippurate anion is shown to be an uncompetitive inhibitor (Ki = 12 mM) for the hydrolysis of 2: Y = (CH3)3C. Data are now available which can only be interpreted in terms of at least three enzymic sites being available for hydrophobic interactions with ester substrate molecules." @default.
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- W1978626972 date "1978-05-01" @default.
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- W1978626972 title "Substrate inhibition in the hydrolysis of N-acylglycine esters by carboxypeptidase A" @default.
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- W1978626972 doi "https://doi.org/10.1016/0005-2744(78)90112-2" @default.
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