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C2276

Sigma-Aldrich

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

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)
MDL number:
MFCD18782526
UNSPSC Code:
12352204
PubChem Substance ID:
329774987
NACRES:
NA.32

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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

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