Molecular structure of Z-Prolyl-prolinal, CAS Number: 86925-97-5
Z-Prolyl-prolinal (CAS 86925-97-5)
See product citations (5)
Alternate Names:
Z-Pro-Pro-CHO; Z-PP-CHO; Prolyl endopeptidase inhibitor II
Application:
Z-Prolyl-prolinal is a potent and specific inhibitor of prolyl endopeptidase (PREP)
CAS Number:
86925-97-5
Purity:
>97%
Molecular Weight:
330.38
Molecular Formula:
C18H22N2O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Z-Prolyl-prolinal (Z-PP-CHO) is a potent and specific, cell-permeable dipeptide aldehyde inhibitor of PREP (prolyl endopeptidase) (Ki = 350 pM and 500 pM for mouse brain and human brain, respectively). Z-Prolyl-prolinal has also been shown to inhibit the cleavage of arginine-vasopressin (ARG-Vasopressin), gonadotropin-releasing hormone (GnRH I), and other peptides. It has been reported that Z-Pro-prolinal is a putative transition-state analogue for prolyl oligopeptidase, and forms a tetrahedral complex with the enzyme at the active serine.
Z-Prolyl-prolinal (CAS 86925-97-5) References
- Crystallization and preliminary X-ray analysis of porcine muscle prolyl oligopeptidase. | Böcskei, Z., et al. 1998. Acta Crystallogr D Biol Crystallogr. 54: 1414-5. PMID: 10089523
- Prolyl oligopeptidase is involved in release of the antifibrotic peptide Ac-SDKP. | Cavasin, MA., et al. 2004. Hypertension. 43: 1140-5. PMID: 15037553
- Pharmacokinetics in mice implanted with xenografted tumors after intravenous administration of tasidotin (ILX651) or its carboxylate metabolite. | Bonate, PL., et al. 2007. AAPS J. 9: E378-87. PMID: 18170985
- Structure, function and biological relevance of prolyl oligopeptidase. | Szeltner, Z. and Polgár, L. 2008. Curr Protein Pept Sci. 9: 96-107. PMID: 18336325
- Baicalin, a prodrug able to reach the CNS, is a prolyl oligopeptidase inhibitor. | Tarragó, T., et al. 2008. Bioorg Med Chem. 16: 7516-24. PMID: 18650094
- Slow tight-binding inhibition of prolyl endopeptidase by benzyloxycarbonyl-prolyl-prolinal. | Bakker, AV., et al. 1990. Biochem J. 271: 559-62. PMID: 2241932
- Unveiling prolyl oligopeptidase ligand migration by comprehensive computational techniques. | Kotev, M., et al. 2015. Biophys J. 108: 116-25. PMID: 25564858
- Isoquinoline alkaloids as prolyl oligopeptidase inhibitors. | Cahlíková, L., et al. 2015. Fitoterapia. 103: 192-6. PMID: 25863351
- Inhibition of rabbit brain prolyl endopeptidase by n-benzyloxycarbonyl-prolyl-prolinal, a transition state aldehyde inhibitor. | Wilk, S. and Orlowski, M. 1983. J Neurochem. 41: 69-75. PMID: 6345724
- Increase in the septal vasopressin content by prolyl endopeptidase inhibitors in rats. | Miura, N., et al. 1995. Neurosci Lett. 196: 128-30. PMID: 7501240
- Evidence for a two-step mechanism of gonadotropin-releasing hormone metabolism by prolyl endopeptidase and metalloendopeptidase EC 3.4.24.15 in ovine hypothalamic extracts. | Lew, RA., et al. 1994. J Biol Chem. 269: 12626-32. PMID: 8175672
- Benzyloxycarbonylprolylprolinal, a transition-state analogue for prolyl oligopeptidase, forms a tetrahedral adduct with catalytic serine, not a reactive cysteine. | Kahyaoglu, A., et al. 1997. Biochem J. 322 (Pt 3): 839-43. PMID: 9148758
- Prolyl oligopeptidase: an unusual beta-propeller domain regulates proteolysis. | Fülöp, V., et al. 1998. Cell. 94: 161-70. PMID: 9695945
Inhibitor of:
PREP.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Z-Prolyl-prolinal, 5 mg | sc-201285 | 5 mg | $89.00 | |||
Z-Prolyl-prolinal, 25 mg | sc-201285A | 25 mg | $333.00 |