Characterization of esterases involved in the stereoselective hydrolysis of ester-type prodrugs of propranolol in rat liver and plasma

Chirality

Volumn 11, Issue 1, 1999, Pages 10-13

  Yoshigae, Yasushi ^a   Imai, Teruko ^a   Taketani, Megumi ^a   Otagiri, Masaki ^a  

^a KUMAMOTO UNIVERSITY   (Japan)

Author keywords

Carboxylesterase; Esterase inhibitor; Prodrug; Propranolol; Stereoselective hydrolysis

Indexed keywords

4 NITROPHENYL PHOSPHATE; ACETYLCHOLINE; BENZOYLCHOLINE; BENZYLSULFONYL FLUORIDE; CARBOXYLESTERASE; DYFLOS; ESTERASE INHIBITOR; PARAOXON; PHYSOSTIGMINE; PROPRANOLOL;

ANIMAL CELL; ARTICLE; ENZYME INHIBITION; HYDROLYSIS; LIVER CYTOSOL; LIVER MICROSOME METABOLISM; NONHUMAN; PLASMA; PRIORITY JOURNAL; RAT; STEREOCHEMISTRY;

ADRENERGIC BETA-ANTAGONISTS; ANIMALS; ANTIBODIES, BLOCKING; ENZYME INHIBITORS; ESTERASES; ESTERS; HYDROLYSIS; IMMUNOGLOBULIN G; LIVER; PRODRUGS; PROPRANOLOL; RATS; STEREOISOMERISM; SUBCELLULAR FRACTIONS;

EID: 0032904639     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1520-636X(1999)11:1<10::AID-CHIR2>3.0.CO;2-E     Document Type: Article

References (13)

1. Morgan EW, Yan B, Greenway D, Parkinson A. Regulation of two rat liver microsomal carboxylesterase isozymes: species differences, tissue distribution, and the effects of age, sex, and xenobiotic treatment of rats. Arch Biochem Biophys 1994;315:513-526.
2. Taylor P. The cholinesterases. J Biol Chem 1991;266:4025-4028.
3. Yoshigae Y, Imai T, Horita A, Otagiri M. Species differences for stereoselective hydrolysis of propranolol prodrugs in plasma and liver. Chirality 1997;9:661-666.
4. Hosokawa M, Maki T, Satoh T. Multiplicity and regulation of hepatic microsomal carboxylesterases in rats. Mol Pharmacol 1987;31:579-584.
5. Shameem M, Imai T, Otagiri M. An in-vitro and in-vivo correlative approach to the evaluation of ester prodrugs to improve oral delivery of propranolol. J Pharm Pharmacol 1993;45:246-252.
6. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. Protein measurement with the folin phenol reagent. J Biol Chem 1951;193:265-275.
7. Aldridge WN. Serum esterases: I. Two types of esterase (A and B) hydrolysing p-nitrophenyl acetate, propionate and butyrate, and a method for their determination. Biochem J 1953;53:110-117.
8. Augustinsson K-B. Electrophoretic separation and classification of blood plasma esterases. Nature 1958;181:1786-1789.
9. Williams FM, Mutch E, Blain PG. Esterase activity in rat hepatocyte. Biochem Pharmacol 1991;41:527-531.
10. Mentlein R, Ronai A, Robbi M, Heymann E, Deimling OV. Genetic identification of rat liver carboxylesterases isolated in different laboratories. Biochim Biophys Acta 1987;913:27-38.
11. Turini P, Kurooka S, Steer M, Corbascio AN, Singer TP. The action of phenylmethylsulfonyl fluoride on human acetylcholinesterase, chymotrypsin and trypsin. J Pharmacol Exp Ther 1969;167:98-104.
12. Morgan EW, Yan B, Greenway D, Petersen DR, Parkinson A. Purification and characterization of two rat liver microsomal carboxylesterases (hydrolase A and B). Arch Biochem Biophys 1994;315:495-512.
13. Yan B, Yang D, Bullock P, Parkinson A. Rat serum carboxylesterase: cloning, expression, regulation, and evidence of secretion from liver. J Biol Chem 1995;270:19128-19134.