G2505

N-Glutaryl-L-phenylalanine p-nitroanilide

Name: N-Glutaryl-<SC>L</SC>-phenylalanine p-nitroanilide
Brand: SIGMA
Price: 319 USD
Availability: InStock

protease substrate

Synonym(s):

Glutaryl-L-phenylalanine 4-nitroanilide

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Estimated to ship onFebruary 09, 2026Details

About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₁N₃O₆

CAS Number:

5800-34-0

Molecular Weight:

399.40

UNSPSC Code:

12352204

NACRES:

NA.83

PubChem Substance ID:

24895096

EC Number:

227-351-4

Beilstein/REAXYS Number:

2919832

MDL number:

MFCD00038362

Key Documents

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InChI key

LFZGBNATHRHOKZ-KRWDZBQOSA-N

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

Quality Level

100

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Show Differences

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

Elsa Abuin et al.

Journal of colloid and interface science, 308(2), 573-576 (2007-01-26)

The rate of N-glutaryl-L-phenylalanine p-nitroanilide hydrolysis catalyzed by alpha-chymotripsin has been measured in aqueous solutions of cetyltrimethylammonium bromide, tetradecyltrimethylammonium bromide, and dodecyltrimethylammonium bromide at concentrations below and above their critical micellar concentrations (CMC). For the three surfactants considered superactivity was

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

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.

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

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N-Glutaryl-L-phenylalanine p-nitroanilide