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EC number: 205-572-7
CAS number: 142-92-7
Pentyl acetate was the most readily hydrolyzed substrate among the
straight chain aliphatic alcohol esters. Phenyl acetate was generally
the most rapidly hydrolyzed of all the substrates. ß-Butyrolactone was
essentially stable toward hydrolysis at pH 7.4 in the absence of S-9,
whereas uncatalyzed hydrolysis of ß-propiolactone was extensive (t1/2
-20 min). In rats, liver S-9 had the most catalytic activity toward all
3 test substrates, but in rabbits and hamsters the ethmoturbinates
equalled or exceeded liver for all substrates except pentyl acetate with
rabbit tissues. Lung S-9 consistently had less esterase activity than
the other tissues, but trachea S-9 was usually nearly as active as nasal
and liver tissues. The potential carcinogen ß-butyrolactone was a
relatively poor substrate for rat and hamster S-9 enzymes but was
comparable to pentyl acetate in the rabbit. An alcohol chain length of
5 atoms (pentyl acetate) with hydrophobicity constant 2.67 appeared to
maximize rate of hydrolysis of acetate esters with the highly active
ethmoturbinate-derived S-9. Straight chain alcohol esters were most
rapidly hydrolyzed and tert-butyl alcohol had the slowest hydrolysis
rate among 4-carbon alcohol acetates
Data support the hypothesis that the metabolism of inhaled xenobiotics
may occur extensively in the respiratory tract. Using
the rat as an example, it is calculated that hydrolytic enzymes in the
nasal cavity can hydrolyze a major portion of acetate esters inhaled at
commonly encountered air concentrations. Calculations, based upon the
experimental results, indicate that inhaled esters may be largely
converted to hydrolysis products in the nasal cavity.
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