Reactome | CES1,CES2 hydrolyze ASA- to ST

CES1,CES2 hydrolyze ASA- to ST

Stable Identifier

R-HSA-9749792

Type

Reaction [transition]

Species

Homo sapiens

Compartment

endoplasmic reticulum lumen

ReviewStatus

5/5

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CES1 and CES2 hydrolyze acetylsalicylate (ASA-) in hepatic cells. Although ASA- is also hydrolyzed to salicylate (ST) without enzymatic assistance, this process is rather slow (Rowland et al, 1972; Dressman et al, 2012). In gastrointestinal mucosa cells the predominant esterase is carboxylesterase 2 (CES2) (Imai et al, 2006), and in liver it has significant activity. In liver the main aspirin esterase is CES1, with minor presence of CES2 (Inoue et al, 1980; Imai et al, 2006; Schwer et al, 1997). Both enzymes hydrolyze ASA-, producing acetate and ST (Tang et al, 2006; Imai, 2006; Lian et al, 2017).

Literature References

PubMed ID	Title	Journal	Year
7206363	Comparative study of human intestinal and hepatic esterases as related to enzymatic properties and hydrolizing activity for ester-type drugs Tsuboi, M, Inoue, M, Morikawa, M, Sugiura, M, Ito, Y	Jpn J Pharmacol	1980
16858120	Human carboxylesterase isozymes: catalytic properties and rational drug design Imai, T	Drug Metab Pharmacokinet	2006
22674043	Biowaiver monograph for immediate-release solid oral dosage forms: acetylsalicylic acid Polli, JE, Kopp, S, Langguth, P, Barends, DM, Abrahamsson, B, Nair, A, Shah, VP, Groot, DW, Dressman, JB, Zimmer, M	J Pharm Sci	2012
16943252	Antiplatelet agents aspirin and clopidogrel are hydrolyzed by distinct carboxylesterases, and clopidogrel is transesterificated in the presence of ethyl alcohol Tang, M, Black, C, Charpentier, N, Yan, B, Shi, D, Yang, D, Yang, J, LeCluyse, EL, Mukundan, M	J Pharmacol Exp Ther	2006
5013373	Absorption kinetics of aspirin in man following oral administration of an aqueous solution Sholkoff, SD, Harris, PA, Riegelman, S, Rowland, M	J Pharm Sci	1972
28677105	Carboxylesterases in lipid metabolism: from mouse to human Lian, J, Nelson, R, Lehner, R	Protein Cell	2018
16837570	Substrate specificity of carboxylesterase isozymes and their contribution to hydrolase activity in human liver and small intestine Imai, T, Hosokawa, M, Shii, M, Chiba, K, Taketani, M	Drug Metab Dispos	2006
9144407	Molecular cloning and characterization of a novel putative carboxylesterase, present in human intestine and liver Schmitz, G, Becker, A, Schwer, H, Aslanidis, C, Daig, R, Langmann, T	Biochem Biophys Res Commun	1997