G2505

N-Glutaryl-L-phenylalanine p-nitroanilide

Name: N-Glutaryl-<SC>L</SC>-phenylalanine p-nitroanilide
Brand: SIGMA

protease substrate

Synonym(s):

Glutaryl-L-phenylalanine 4-nitroanilide

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₁N₃O₆

CAS Number:

5800-34-0

Molecular Weight:

399.40

Beilstein:

2919832

EC Number:

227-351-4

MDL number:

MFCD00038362

UNSPSC Code:

12352204

PubChem Substance ID:

24895096

NACRES:

NA.83

Key Documents

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Assay

≥98% (HPLC)

form

powder

solubility

methanol with 1 M NH₄OH: 50 mg/mL, clear to slightly hazy

storage temp.

−20°C

SMILES string

OC(=O)CCCC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc2ccc(cc2)[N+]([O-])=O

InChI

1S/C20H21N3O6/c24-18(7-4-8-19(25)26)22-17(13-14-5-2-1-3-6-14)20(27)21-15-9-11-16(12-10-15)23(28)29/h1-3,5-6,9-12,17H,4,7-8,13H2,(H,21,27)(H,22,24)(H,25,26)/t17-/m0/s1

InChI key

LFZGBNATHRHOKZ-KRWDZBQOSA-N

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This Item	M4765	G6133	T6140
Sigma-Aldrich G2505 N-Glutaryl-L-phenylalanine p-nitroanilide	Sigma-Aldrich M4765 N-Methoxysuccinyl-Ala-Ala-Pro-Val p-nitroanilide	Sigma-Aldrich G6133 L-Glutamic acid γ-(p-nitroanilide) hydrochloride	Sigma-Aldrich T6140 N-(p-Tosyl)-Gly-Pro-Lys 4-nitroanilide acetate salt
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (TLC)
solubility methanol with 1 M NH₄OH: 50 mg/mL, clear to slightly hazy	solubility DMF: soluble 25 mg/mL, clear, colorless to light yellow	solubility water: 5 mg/mL, clear, yellow	solubility ethanol: 50 mg/mL, colorless to yellow
Quality Level 100	Quality Level 300	Quality Level 300	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C

Application

N-Glutaryl-L-phenylalanine p-nitroanilide has been used as a substrate to determine chymotrypsin activity.[1][2]

Biochem/physiol Actions

N-Glutaryl-L-phenylalanine p-nitroanilide is useful in testing α-chymotrypsin activity.[3][4]

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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Occurrence and identity of proteolytic bacteria in adult periodontitis.

D Grenier et al.

Journal of periodontal research, 29(5), 365-370 (1994-09-01)

Immobilization of enzymes on a microchannel surface through cross-linking polymerization.

Takeshi Honda et al.

Chemical communications (Cambridge, England), (40)(40), 5062-5064 (2005-10-13)

A novel and facile method for the preparation of an enzyme-immobilized microreactor has been developed in which enzymes are immobilized as an enzyme-polymer membrane formed on the inner wall of the microchannel by a cross-linking polymerization method; the resulting microreactor

Cell-permeable GPNA with appropriate backbone stereochemistry and spacing binds sequence-specifically to RNA.

Anca Dragulescu-Andrasi et al.

Chemical communications (Cambridge, England), (2)(2), 244-246 (2005-02-23)

Guanidine-based peptide nucleic acid (GPNA) with a d-backbone configuration and alternate spacing binds sequence-specifically to RNA and is readily taken up by both human somatic and embryonic stem (ES) cells.

Effect of insoluble fiber supplementation applied at different ages on digestive organ weight and digestive enzymes of layer-strain poultry.

J S Yokhana et al.

Poultry science, 95(3), 550-559 (2015-11-18)

Two experiments were conducted to study effects of dietary insoluble fiber (IF) on digestive enzyme function in layer poultry. In Experiment 1, 8 wk old pullets were fed a control diet (Group C) or a diet (Group IF) supplemented with

Kinetics of N-glutaryl-L-phenylalanine p-nitroanilide hydrolysis catalyzed by alpha-chymotrypsin in aqueous solutions of dodecyltrimethylammonium bromide.

Elsa Abuin et al.

Journal of colloid and interface science, 283(2), 539-543 (2005-02-22)

The rate of hydrolysis of N-glutaryl-L-phenylalanine p-nitroanilide (GPNA) catalyzed by alpha-chymotrypsin (alpha-CT) has been measured in aqueous solutions of dodecyltrimethylammonium bromide (DTAB) at concentrations below and above the critical micelle concentration, as well as in the absence of surfactant. Under

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