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Z-Pro-prolinal

SIGMA/SML0205 - ≥98% (HPLC)

Synonym: Cbz-Pro-Prolinal; N-Benzyloxycarbonyl-L-prolyl-L-prolinal; Phenylmethyl (2S)-2-[(2S)-2-formylpyrrolidine-1-carbonyl]pyrrolidine-1-carboxylate; Z-Pro-Pro-CHO, Z-PP-CHO; Z-pro-pro-CHO; Z-prolyl-prolinal; ZPP

CAS Number: 88795-32-8
Empirical Formula (Hill Notation): C18H22N2O4
Molecular Weight: 330.38
Linear Formula: C18H22N2O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML0205-5MG 5 mg
$121.00
1/EA
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45-SML0205-25MG 25 mg
$464.00
1/EA
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This image is provided for informative purposes only and does not represent an actual product label. It should not be used as a substitute for official product labeling.

 

assay ≥98% (HPLC)
color white to tan
form powder
InChI 1S/C18H22N2O4/c21-12-15-8-4-10-19(15)17(22)16-9-5-11-20(16)18(23)24-13-14-6-2-1-3-7-14/h1-3,6-7,12,15-16H,4-5,8-11,13H2/t15-,16-/m0/s1
InChI key ORZXYSPOAVJYRU-HOTGVXAUSA-N
Quality Level 100 
SMILES string N2([C@@H](CCC2)C(=O)N3[C@@H](CCC3)C=O)C(=O)OCc1ccccc1
solubility DMSO: ≥10 mg/mL
storage condition desiccated
storage temp. −20°C
Application: Z-Pro-prolinal was used to inhibit activation of rekallikrein in Prolylcarboxypeptidase assay in HUVECs. ZPP was also used in assays to identify enzymes important in the processing of angiotensin peptides in human glomerular endothelial cells.
Biochem/physiol Actions: Z-Pro-prolinal is a potent selective inhibitor of prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE).
Biochem/physiol Actions: Z-Pro-prolinal is a potent, selective inhibitor of Prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE). Ki = 1 nM.

POP has been connected to memory and mood through regulation of the brain levels of its peptide substrates, which include AVP, substance P, neurotensin and TRH and is a potential target in cognitive function, memory, and neurodegenerative disorders such as amnesia, Alzheimer’s disease, and depression. POP has recently been reported to be involved in the release of the tetrapeptide acetyl-N-Ser-Asp-Lys-Pro (Ac-SDKP) from its precursor, 43-mer thymosin β4 (Tβ4). Ac-SDKP is involved in hemopoietic stem cell differentiation, is pro-angiogenic and antifibrogenic.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352209

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