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Chemical Compound Review

CHEMBL79993     benzyl(2S)-2-[(2S)-2- methanoylpyrrolidin...

Synonyms: AG-H-50445, BSPBio_001545, KBioGR_000265, KBioSS_000265, CHEBI:46597, ...
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Disease relevance of Z-Pro-prolinal

  • We investigated the effects of the prolyl endopeptidase inhibitors 1-[1-(Benzyloxycarbonyl)-L-prolyl]prolinal (Z-Pro-Prolinal) and N-benzyloxycarbonyl-thioprolyl-thioprolinal-dimethylaceta l (ZTTA) on delayed neuronal death induced by four-vessel-occlusion transient ischemia in rats [1].

Psychiatry related information on Z-Pro-prolinal

  • In the passive avoidance learning test using rats, pretreatment with Z-Pro-prolinal prevented the induction of amnesia by scopolamine at the dose of 1 mumol/animal, i.p. Z-Val-prolinal, Z-Pyr-prolinal and Z-Gly-Pro-CH2Cl were also effective in the retention test at 24 and 48 h after the training trial [2].

High impact information on Z-Pro-prolinal


Chemical compound and disease context of Z-Pro-prolinal


Biological context of Z-Pro-prolinal


Anatomical context of Z-Pro-prolinal


Associations of Z-Pro-prolinal with other chemical compounds


Gene context of Z-Pro-prolinal

  • This residual activity was resistant to inhibition by Z-Pro-prolinal at concentrations in excess of 200 times its reported Ki value for prolyl endopeptidase and could not be inhibited under conditions of prolonged incubation with the inhibitor [8].
  • This study investigated the effects of PEP inhibitors, 1-[1-(benzyloxycarbonyl)-L-prolyl]prolinal (Z-Pro-prolinal) and 1-[3-(2-indanylacetyl)-L-thioprolyl]pyrrolidine (Z-321), on the AVP content in the septum of rats [12].

Analytical, diagnostic and therapeutic context of Z-Pro-prolinal


  1. Effects of prolyl endopeptidase inhibitors and neuropeptides on delayed neuronal death in rats. Shishido, Y., Furushiro, M., Tanabe, S., Shibata, S., Hashimoto, S., Yokokura, T. Eur. J. Pharmacol. (1999) [Pubmed]
  2. Specific inhibitors for prolyl endopeptidase and their anti-amnesic effect. Yoshimoto, T., Kado, K., Matsubara, F., Koriyama, N., Kaneto, H., Tsura, D. J. Pharmacobio-dyn. (1987) [Pubmed]
  3. Rapid degradation of neurotensin by intact murine neuroblastoma cells (clone N1E-115). Gilbert, J.A., Hanson, P.D., McCormick, D.J., Richelson, E. J. Neurochem. (1987) [Pubmed]
  4. Delineation of a particulate thyrotropin-releasing hormone-degrading enzyme in rat brain by the use of specific inhibitors of prolyl endopeptidase and pyroglutamyl peptide hydrolase. Friedman, T.C., Wilk, S. J. Neurochem. (1986) [Pubmed]
  5. Prolyl endopeptidase: inhibition in vivo by N-benzyloxycarbonyl-prolyl-prolinal. Friedman, T.C., Orlowski, M., Wilk, S. J. Neurochem. (1984) [Pubmed]
  6. Novel proline endopeptidase inhibitors do not modify Abeta40/42 formation and degradation by human cells expressing wild-type and swedish mutated beta-amyloid precursor protein. Petit, A., Barelli, H., Morain, P., Checler, F. Br. J. Pharmacol. (2000) [Pubmed]
  7. Kinin and angiotensin metabolism by purified renal post-proline cleaving enzyme. Ward, P.E., Bausback, H.H., Odya, C.E. Biochem. Pharmacol. (1987) [Pubmed]
  8. Identification and initial characterisation of a N-benzyloxycarbonyl-prolyl-prolinal (Z-Pro-prolinal)-insensitive 7-(N-benzyloxycarbonyl-glycyl-prolyl-amido)-4-methylcoumarin (Z-Gly-Pro-NH-Mec)-hydrolysing peptidase in bovine serum. Cunningham, D.F., O'Connor, B. Eur. J. Biochem. (1997) [Pubmed]
  9. Evaluation of the role of prolyl endopeptidase and pyroglutamyl peptidase I in the metabolism of LHRH and TRH in brain. Mendez, M., Cruz, C., Joseph-Bravo, P., Wilk, S., Charli, J.L. Neuropeptides (1990) [Pubmed]
  10. Thiazolidine derivatives as potent inhibitors specific for prolyl endopeptidase. Tsuru, D., Yoshimoto, T., Koriyama, N., Furukawa, S. J. Biochem. (1988) [Pubmed]
  11. A prolyl oligopeptidase inhibitor, Z-Pro-Prolinal, inhibits glyceraldehyde-3-phosphate dehydrogenase translocation and production of reactive oxygen species in CV1-P cells exposed to 6-hydroxydopamine. Puttonen, K.A., Lehtonen, S., Raasmaja, A., M??nnist??, P.T. Toxicology in vitro : an international journal published in association with BIBRA. (2006) [Pubmed]
  12. Increase in the septal vasopressin content by prolyl endopeptidase inhibitors in rats. Miura, N., Shibata, S., Watanabe, S. Neurosci. Lett. (1995) [Pubmed]
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