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Merck
CN

SML0205

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 Code:
12352209
NACRES:
NA.77
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产品名称

Z-脯氨酸, ≥98% (HPLC)

SMILES string

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥10 mg/mL

storage temp.

−20°C

Quality Level

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).
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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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分析证书(COA)

Lot/Batch Number

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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
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.
Mikhail Lebedin et al.
iScience, 27(3), 109330-109330 (2024-03-18)
Identifying immune modulators that impact neutralizing antibody responses against severe acute respiratory syndrome coronavirus type 2 (SARS-CoV-2) is of great relevance. We postulated that high serum concentrations of soluble angiotensin-converting enzyme 2 (sACE2) might mask the spike and interfere with
Zia Shariat-Madar et al.
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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