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C2276

Z-Gly-Pro-Arg p-nitroanilide acetate salt

Name: Z-Gly-Pro-Arg p-nitroanilide acetate salt
Brand: SIGMA

protease substrate

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₃₄N₈O₇ · xC₂H₄O₂

CAS Number:

66648-35-9

Molecular Weight:

582.61 (free base basis)

NACRES:

NA.32

PubChem Substance ID:

329774987

UNSPSC Code:

12352204

MDL number:

MFCD18782526

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Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

methanol: 20 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

SMILES string

CC(O)=O.NC(=N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)OCc2ccccc2)C(=O)Nc3ccc(cc3)[N+]([O-])=O

InChI

1S/C27H34N8O7.C2H4O2/c28-26(29)30-14-4-8-21(24(37)32-19-10-12-20(13-11-19)35(40)41)33-25(38)22-9-5-15-34(22)23(36)16-31-27(39)42-17-18-6-2-1-3-7-18;1-2(3)4/h1-3,6-7,10-13,21-22H,4-5,8-9,14-17H2,(H,31,39)(H,32,37)(H,33,38)(H4,28,29,30);1H3,(H,3,4)/t21-,22-;/m0./s1

InChI key

FPMAXHHYPVIJMC-VROPFNGYSA-N

Application

Z-Gly-Pro-Arg p-nitroanilide acetate salt has been used as a substrate in prostate-specific antigen (PSA) activation protease assay for determining enterokinase-PSA-trypsin (EK-PSA-TRP) activity and to perform kinetic experiments. It has also been used as a substrate to measure the pancreatic trypsin activity chromogenically.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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PSA-selective activation of cytotoxic human serine proteases within the tumor microenvironment as a therapeutic strategy to target prostate cancer.

Oliver C Rogers et al.

Oncotarget, 9(32), 22436-22450 (2018-06-02)

Prostate cancer is the most diagnosed malignancy and the second leading cause of cancer-related death in American men. While localized therapy is highly curative, treatments for metastatic prostate cancer are largely palliative. Thus, new innovative therapies are needed to target

Early activation of endoplasmic reticulum stress is associated with arginine-induced acute pancreatitis.

Constanze H Kubisch et al.

American journal of physiology. Gastrointestinal and liver physiology, 291(2), G238-G245 (2006-04-01)

Endoplasmic reticulum (ER) stress mechanisms have been found to play critical roles in a number of diseases states, such as diabetes mellitus and Alzheimer disease, but whether they are involved in acute pancreatitis is unknown. Here we show for the

Essential role for STIM1/Orai1-mediated calcium influx in PDGF-induced smooth muscle migration.

Jonathan M Bisaillon et al.

American journal of physiology. Cell physiology, 298(5), C993-1005 (2010-01-29)

We recently demonstrated that thapsigargin-induced passive store depletion activates Ca(2+) entry in vascular smooth muscle cells (VSMC) through stromal interaction molecule 1 (STIM1)/Orai1, independently of transient receptor potential canonical (TRPC) channels. However, under physiological stimulations, despite the ubiquitous depletion of