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Sigma-Aldrich

Pefachrome® uPA

≥95.0% (HPLC)

Synonym(s):

N-Benzoyl-β-Ala-Gly-Arg-4-nitroanilide acetate, N-Benzoyl-β-alanyl-glycyl-L-arginine-4-nitroanilide acetate

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About This Item

Empirical Formula (Hill Notation):
C24H30N8O6 · C2H4O2
CAS Number:
112283-16-6
Molecular Weight:
586.60
MDL number:
MFCD01940690
UNSPSC Code:
12352200
PubChem Substance ID:
57652706

Assay

≥95.0% (HPLC)

form

powder

solubility

water: 5 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

CC(O)=O.NC(=N)NCCC[C@H](NC(=O)CNC(=O)CCNC(=O)c1ccccc1)C(=O)Nc2ccc(cc2)[N+]([O-])=O

InChI

1S/C24H30N8O6.C2H4O2/c25-24(26)28-13-4-7-19(23(36)30-17-8-10-18(11-9-17)32(37)38)31-21(34)15-29-20(33)12-14-27-22(35)16-5-2-1-3-6-16;1-2(3)4/h1-3,5-6,8-11,19H,4,7,12-15H2,(H,27,35)(H,29,33)(H,30,36)(H,31,34)(H4,25,26,28);1H3,(H,3,4)/t19-;/m0./s1

InChI key

LNYCMHUMNWBNSM-FYZYNONXSA-N

Application

Pefachrome® substrates are used for chromogenic assays of various serine proteinases. Pefachrome® uPA is used for the detection of serine proteases such as urokinase-type plasminogen activator (urokinase).

Packaging

1 piece contains 10 μmol Pefachrome® uPA and 20 mg glycine

Other Notes

Chromogenic substrate test for the detection of urokinase in Shigella

Legal Information

Pefachrome is a registered trademark of Pentapharm AG, Basel

Storage Class Code

13 - Non 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rong Pan et al.
The Journal of biological chemistry, 285(30), 22950-22956 (2010-05-21)
Enzymatic catalysis of biochemical reactions is essential to all living systems. The "lock and key" and "induced fit" models were early contributions to our understanding of the mechanisms involved in the reaction between an enzyme and its substrate. However, whether
M F Massenti et al.
Microbiologica, 10(3), 331-333 (1987-07-01)
A simple test for detection of urokinase in Shigella is described. The test is performed by suspending a loopful of bacteria in 100 microliters of a buffered 1mM solution of benzoyl-beta-alanyl glycyl-arginyl-4-nitroanilide acetate (Chromozym U). Enzymatic activity is revealed by
Urokinase-type plasminogen activator (uPA) and matrix metalloproteinase-9 (MMP-9) expression and activity during early embryo development in the cow.
Whiteside EJ, Kan M, Jackson MM, et al.
Anat. Embryol., 204, 477-483 (2001)
Yukari Yamamoto et al.
Journal of dermatological science, 47(2), 119-125 (2007-05-29)
Although pemphigus vulgaris (PV)-IgG has been shown to activate urokinase plasminogen activator (uPA) in cultured keratinocytes, activation of uPA is thought to have no primary role in PV-acantholysis, because PV-IgG is still pathogenic in uPA- and tissue-PA-knockout mice. To determine
D H Rhoney et al.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 56(20), 2047-2051 (1999-11-30)
The retention of urokinase activity after frozen storage was studied. Urokinase powder was reconstituted aseptically in sterile water for injection or preservative-free 0.9% sodium chloride injection to a final concentration of 5000 IU/mL. Samples were stored in 5-mL plastic syringes

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