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S4760

Sigma-Aldrich

N-Succinyl-Ala-Ala-Ala-p-nitroanilide

elastase substrate, chromogenic, ≥98% (HPLC), powder

Synonym(s):

N-Succinyl-L-alanyl-L-alanyl-L-alanine 4-nitroanilide, N-Succinyl-tri-L-alanine 4-nitroanilide

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About This Item

Empirical Formula (Hill Notation):
C19H25N5O8
CAS Number:
52299-14-6
Molecular Weight:
451.43
Beilstein/REAXYS Number:
2928351
EC Number:
257-823-5
MDL number:
MFCD00036774
UNSPSC Code:
12352204
PubChem Substance ID:
24899617
NACRES:
NA.32

product name

N-Succinyl-Ala-Ala-Ala-p-nitroanilide, elastase substrate

assay

≥98% (HPLC)

form

powder

solubility

DMF: 25 mg/mL, clear, colorless to light yellow

storage temp.

2-8°C

SMILES string

C[C@H](NC(=O)CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)Nc1ccc(cc1)[N+]([O-])=O

InChI

1S/C19H25N5O8/c1-10(20-15(25)8-9-16(26)27)17(28)21-11(2)18(29)22-12(3)19(30)23-13-4-6-14(7-5-13)24(31)32/h4-7,10-12H,8-9H2,1-3H3,(H,20,25)(H,21,28)(H,22,29)(H,23,30)(H,26,27)/t10-,11-,12-/m0/s1

InChI key

GVUGADOWXGKRAE-SRVKXCTJSA-N

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General description

N-Succinyl-Ala-Ala-Ala-p-nitroanilide is a chromogenic substrate for chymotrypsin-like serine protease, pancreatic elastase and serine endopeptidase.

Application

N-Succinyl-Ala-Ala-Ala-p-nitroanilide has been used as a substrate
  • for screening elastase activity in lyophilized earthworm fibrinolytic enzymes
  • for quantifying elastase activity in sheep milk
  • in screening honeybee inhibitors in serine protease inhibition assay

Substrates

Elastase substrate.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Vinu S Siva et al.
Fish & shellfish immunology, 59, 1-8 (2016-11-05)
Serine protease inhibitors (SPIs) play a crucial role in regulation of both host and bacterial serine protease. They are classified into several protein families, where Kazal-type inhibitors are one of families with multi-domain. In the present study, the polymorphism of
Hu Wan et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 165(1), 36-41 (2013-03-19)
Spider-derived Kunitz-type serine protease inhibitors have been shown to exhibit plasmin and elastase inhibition activity and potassium channel blocking activity, but thus far, no additional roles for spider-derived chymotrypsin inhibitors have been elucidated. In this study, a spider (Araneus ventricosus)
M Ogawa et al.
Research communications in chemical pathology and pharmacology, 55(2), 271-274 (1987-02-01)
A human urinary trypsin inhibitor preparation, MR-20, strongly inhibited granulocyte elastase activity. The concentration of MR-20 causing 50% inhibition of the hydrolysis of Suc(Ala) 3pNA by granulocyte elastase was estimated to be 6.4 X 10(-8) M (11 U/ml).
William R Swindell et al.
International journal of molecular sciences, 22(16) (2021-08-28)
Tetrahexyldecyl Ascorbate (THDC) is an L-ascorbic acid precursor with improved stability and ability to penetrate the epidermis. The stability and transdermal penetration of THDC, however, may be compromised by the oxidant-rich environment of human skin. In this study, we show
M Rouis et al.
Arteriosclerosis (Dallas, Tex.), 10(2), 246-255 (1990-03-01)
We investigated the effects of a number of stimulatory agents on the production of both cell-associated and extracellular elastase-type enzymes on human monocyte-macrophages in vitro and of the modulation of such effects by modification of cellular cholesterol content. The stimulatory
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