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S7388

Sigma-Aldrich

N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide

Subtilisin substrate

Synonym(s):

N-Succinyl-L-alanyl-L-alanyl-L-prolyl-L-phenylalanine 4-nitroanilide, N-Succinyl-Ala-Ala-Pro-Phe-pNA

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About This Item

Empirical Formula (Hill Notation):
C30H36N6O9
CAS Number:
70967-97-4
Molecular Weight:
624.64
Beilstein/REAXYS Number:
4289896
MDL number:
MFCD00077161
UNSPSC Code:
12352200
PubChem Substance ID:
24899742
NACRES:
NA.32

Key Documents

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Product Name

N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide,

Quality Level

300

storage temp.

−20°C

SMILES string

[H][C@]1(CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(O)=O)C(=O)N[C@@H](Cc2ccccc2)C(=O)Nc3ccc(cc3)[N+]([O-])=O

InChI

1S/C30H36N6O9/c1-18(31-25(37)14-15-26(38)39)27(40)32-19(2)30(43)35-16-6-9-24(35)29(42)34-23(17-20-7-4-3-5-8-20)28(41)33-21-10-12-22(13-11-21)36(44)45/h3-5,7-8,10-13,18-19,23-24H,6,9,14-17H2,1-2H3,(H,31,37)(H,32,40)(H,33,41)(H,34,42)(H,38,39)/t18-,19-,23-,24-/m0/s1

InChI key

LKDMKWNDBAVNQZ-WJNSRDFLSA-N

Gene Information

human ... FKBP10(60681)

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Amino Acid Sequence

N-Suc-Ala-Ala-Pro-Phe-pNA

General description

N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide is a colorimetric substrate for chymotrypsin, human leukocyte cathepsin G and peptidyl prolyl isomerase.

Application

N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide has been used as a substrate to determine chymotrypsin activity.
N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide has been used:
  • as a substrate for cathepsin G assay in bone marrow lysates.
  • in proteolytic activity assay of serine protease subtilisin carlsberg (SC).
  • as a substrate for neutrophil elastase, trypsin and chymotrypsin in protease assay.

Biochem/physiol Actions

N-succinyl-Ala-Ala-Pro-Phe p-nitroanilide is a substrate for subtilisin and proteases.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK8014
SLCG6523
SLBW5366
SLBV0243
SLBR1349V

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Stereochemical basis for the anti-chlamydial activity of the phosphonate protease inhibitor JO146
Agbowuro AA, et al.
Tetrahedron, 74(12), 1184-1190 (2018)
Improved Enantioselectivity of Subtilisin Carlsberg towards Secondary Alcohols by Protein Engineering
Dorau R, et al.
Chembiochem, 19(4), 338-346 (2018)
Zinc oxide-montmorillonite hybrid influences diarrhea, intestinal mucosal integrity, and digestive enzyme activity in weaned pigs.
Hu C
Biological trace element research, 149(2), 190-196 (2012)
Fisher, G., et al.
Biomedica Biochimica Acta, 43, 1110-1110 (1984)
Jolanda Neef et al.
Microbial cell factories, 16(1), 57-57 (2017-04-06)
The microbial cell factory Bacillus subtilis is a popular industrial platform for high-level production of secreted technical enzymes. Nonetheless, the effective secretion of particular heterologous enzymes remains challenging. Over the past decades various studies have tackled this problem, and major
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Articles

Chymotrypsin

Analytical Enzyme Chymotrypsin: Chymotrypsin is produced in the acinar cells of the pancreas as the inactive precursor, chymotrypsinogen.

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