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SML0205

Sigma-Aldrich

Z-Pro-prolinal

≥98% (HPLC)

Synonim(y):

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

Wzór empiryczny (zapis Hilla):
C18H22N2O4
Numer CAS:
Masa cząsteczkowa:
330.38
Kod UNSPSC:
12352209
NACRES:
NA.77

Poziom jakości

Próba

≥98% (HPLC)

Postać

powder

warunki przechowywania

desiccated

kolor

white to tan

rozpuszczalność

DMSO: ≥10 mg/mL

temp. przechowywania

−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

Klucz InChI

ORZXYSPOAVJYRU-HOTGVXAUSA-N

Zastosowanie

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.

Działania biochem./fizjol.

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.
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Piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Acute Tox. 4 Oral - Eye Irrit. 2

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

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Juan Carlos Q Velez et al.
American journal of physiology. Renal physiology, 302(12), F1583-F1594 (2012-03-31)
The intraglomerular renin-angiotensin system (RAS) is linked to the pathogenesis of progressive glomerular diseases. Glomerular podocytes and mesangial cells play distinct roles in the metabolism of angiotensin (ANG) peptides. However, our understanding of the RAS enzymatic capacity of glomerular endothelial
Charles M Ensor et al.
bioRxiv : the preprint server for biology (2021-09-22)
Angiotensin converting enzyme 2 (ACE2) is an enzyme that limits activity of the renin-angiotensin system (RAS) and also serves as a receptor for the SARS-CoV-2 Spike (S) protein. Binding of S protein to ACE2 causes internalization which activates local RAS.
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Blood, 103(12), 4554-4561 (2004-03-05)
The serine protease prolylcarboxypeptidase (PRCP), isolated from human umbilical vein endothelial cells (HUVECs), is a plasma prekallikrein (PK) activator. PRCP cDNA was cloned in pMT/BIP/V5-HIS-C, transfected into Schneider insect (S2) cells, and purified from serum-free media. Full-length recombinant PRCP (rPRCP)
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Previous studies have shown that prolyl oligopeptidase (PREP) negatively regulates autophagy and increases the aggregation of alpha-synuclein (αSyn), linking it to the pathophysiology of Parkinson's disease. Our earlier results have revealed that the potent small molecular PREP inhibitor KYP-2047 is

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