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- W2057080377 abstract "The final step in the degradation of heparin sulfate involves the enzymatic hydrolysis of its 2-sulfamido groups. To evaluate the power of the corresponding sulfamidases as catalysts, we examined the reaction of N-neopentyl sulfamate at elevated temperatures and found it to undergo specific acid catalyzed hydrolysis even at alkaline pH. A rate constant of 10–16 s–1 was calculated using the Eyring equation for water attack on the N-protonated species at pH 7, 25 °C. As a model for the pH neutral reaction, a rate constant for hydroxide attack on (CH3)3CCH2N+H2SO3– at pH 7, 25 °C was calculated to be 10–19 s–1. The corresponding rate enhancement (kcat/knon) produced by the N-sulfamidase of F. heparinum is approximately 1016-fold, which is somewhat larger than those generated by most hydrolytic enzymes but considerably smaller than those generated by S–O cleaving sulfatases." @default.
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- W2057080377 date "2012-02-29" @default.
- W2057080377 modified "2023-10-14" @default.
- W2057080377 title "Hydrolysis of N-Alkyl Sulfamates and the Catalytic Efficiency of an S–N Cleaving Sulfamidase" @default.
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- W2057080377 doi "https://doi.org/10.1021/jo300198w" @default.
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