Captopril-d3 is intended for use as an internal standard for the quantification of captopril by GC- or LC-MS. Captopril is a first generation nonpeptidic ACE inhibitor (IC50 = 6.3 nM) that was designed based on bradykinin-potentiating peptides isolated from the venom of B. jararaca, a pit viper native to Brazil. 1,2,3 It does not exhibit a domain preference for binding either the C- or N-terminal active sites of the somatic form of ACE.1 Acute and chronic administration of captopril reduces blood pressure in spontaneously hypertensive Wistar-Kyoto rats and does not induce hypotension in salt-repleted normotensive Wistar-Kyoto rats.4 Captopril is also a competitive and reversible inhibitor of leukotriene (LTA4) hydrolase, which results in the disruption of LTB4 synthesis with an IC50 value of 14 μM.5

References

1. Dalkas, G.A., Marchand, D., Galleyrand, J.C., et al. Study of a lipophilic captopril analogue binding to angiotensin I converting enzyme. J. Pept. Sci. 16(2), 91-97 (2010).

2. Redelinghuys, P., Nchinda, A.T., and Sturrock, E.D. Development of domain-selective angiotensin I-converting enzyme inhibitors. Ann. N.Y. Acad. Sci 1056, 160-175 (2005).

3. Cushman, D.W., and Ondetti, M.A. Design of angiotensin converting enzyme inhibitors. Nat. Med. 5(10), 1110-1113 (1999).

4. Rubin, B., Antonaccio, M.J., and Horovitz, Z.P. Captopril (SQ 14,225) (D-3-mercapto-2-methylpropranoyl-L-proline): A novel orally active inhibitor of angiotensin-converting enzyme and antihypertensive agent. Prog. Cardiovasc. Dis. 21(3), 183-194 (1978).

5. Orning, L., Krivi, G., Bild, G., et al. Inhibition of leukotriene A4 hydrolase/aminopeptidase by captopril. J. Biol. Chem. 266(25), 16507-16511 (1991).

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