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S2628

Sigma-Aldrich

N-Succinyl-L-phenylalanine-p-nitroanilide

protease substrate, ≥98% (TLC), powder

Synonym(s):

Suc-Phe-pNA

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About This Item

Empirical Formula (Hill Notation):
C19H19N3O6
CAS Number:
2440-62-2
Molecular Weight:
385.37
EC Number:
219-472-6
MDL number:
MFCD00047721
UNSPSC Code:
12352204
PubChem Substance ID:
24899530
NACRES:
NA.32

Product Name

N-Succinyl-L-phenylalanine-p-nitroanilide, protease substrate

Quality Level

200

Assay

≥98% (TLC)

form

powder

solubility

dioxane: 25 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

OC(=O)CCC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc2ccc(cc2)N(=O)=O

InChI

1S/C19H19N3O6/c23-17(10-11-18(24)25)21-16(12-13-4-2-1-3-5-13)19(26)20-14-6-8-15(9-7-14)22(27)28/h1-9,16H,10-12H2,(H,20,26)(H,21,23)(H,24,25)/t16-/m0/s1

InChI key

KNBLWBFJHZHYFG-INIZCTEOSA-N

Application

N-Succinyl-L-phenylalanine-p-nitroanilide has been used as a substrate for the hydrolytic activity of chymotrypsin and molar absorptive experiments. It has also been used for monitoring in vitro α-chymotrypsin inhibition assay.

Biochem/physiol Actions

N-Succinyl-L-phenylalanine-p-nitroanilide, a substrate for the hydrolytic activity of chymotrypsin, forms a yellow chromophore, p-nitroaniline, which can be measured spectrophotometrically at 410 nm.

Substrates

Reported to be a substrate for chymotrypsin.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000401485
0000397227
0000347174
0000401485
0000397227

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E Iu Maksareva et al.
Bioorganicheskaia khimiia, 21(1), 24-27 (1995-01-01)
Subtilisin Carlsberg (E.C. 3.4.21.14) catalyzes the hydrolysis of N-succinyl-L-phenylalanine p-nitroanilide in solid-state solvent-free hydrated protein-substrate mixtures. This process needs a certain critical degree of hydration of the protein molecule which is attained at the relative water vapour pressure (p/ps) above
Isabel Pastor et al.
The journal of physical chemistry. B, 115(5), 1115-1121 (2010-12-31)
Traditionally, studies on the diffusion-controlled reaction of biological macromolecules have been carried out in dilute solutions (in vitro). However, in an intracellular environment (in vivo), there is a high concentration of macromolecules, which results in nonspecific interactions (macromolecular crowding). This
Mercury (II) binds to both of chymotrypsin's histidines, causing inhibition followed by irreversible denaturation/aggregation
Stratton A, et al.
Protein Science, 26(2), 292-305 (2017)
V V Mozhaev et al.
Biochemistry and molecular biology international, 34(1), 191-199 (1994-08-01)
Biocatalytic transformations in reversed micelles formed by anionic surfactant Aerosol OT in octane have been studied at high pressures by an example of alpha-chymotrypsin-catalyzed hydrolysis of N-carbobenzoxy-L-tyrosine p-nitrophenyl ester and N-succinyl-L-phenylalanine p-nitroanilide. For the first time it has been found
Cyclopeptide alkaloids of Ziziphus oxyphylla Edgw as novel inhibitors of alpha-glucosidase enzyme and protein glycation
Choudhary MI, et al.
Phytochemistry Letters, 4(4), 404-406 (2011)
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