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Merck
CN

SML0205

Sigma-Aldrich

Z-脯氨酸

≥98% (HPLC)

别名:

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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关于此项目

经验公式(希尔记法):
C18H22N2O4
化学文摘社编号:
分子量:
330.38
UNSPSC代码:
12352209
NACRES:
NA.77
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方案

≥98% (HPLC)

表单

powder

储存条件

desiccated

颜色

white to tan

溶解性

DMSO: ≥10 mg/mL

储存温度

−20°C

SMILES字符串

N2([C@@H](CCC2)C(=O)N3[C@@H](CCC3)C=O)C(=O)OCc1ccccc1

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

应用

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.

生化/生理作用

Z-Pro-prolinal is a potent selective inhibitor of prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE).
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.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

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Aurélien F A Moumbock et al.
Archiv der Pharmazie, 356(1), e2200371-e2200371 (2022-11-01)
Host cell entry of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) is facilitated via priming of its spike glycoprotein by the human transmembrane protease serine 2 (TMPRSS2). Although camostat and nafamostat are two highly potent covalent TMPRSS2 inhibitors, they nevertheless
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.
Mikhail Lebedin et al.
European journal of immunology, 53(5), e2250210-e2250210 (2023-03-02)
Diverse autoantibodies were suggested to contribute to severe outcomes of COVID-19, but their functional implications are largely unclear. ACE2, the SARS-CoV-2 receptor and a key regulator of blood pressure, was described to be one of many targets of autoantibodies in
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
Tommi P Kilpeläinen et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 128, 110253-110253 (2020-05-25)
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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