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SML0205

Sigma-Aldrich

Z-Pro-prolinal

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H22N2O4
CAS Number:
88795-32-8
Molecular Weight:
330.38
UNSPSC Code:
12352209
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥10 mg/mL

storage temp.

−20°C

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

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). 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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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