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G2505

Sigma-Aldrich

N-Glutaryl-L-phenylalanine p-nitroanilide

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/REAXYS Number:
2919832
EC Number:
227-351-4
MDL number:
MFCD00038362
UNSPSC Code:
12352204
PubChem Substance ID:
24895096
NACRES:
NA.83

Quality Level

100

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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Application

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

Biochem/physiol Actions

N-Glutaryl-L-phenylalanine p-nitroanilide is useful in testing α-chymotrypsin activity.

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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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
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
Occurrence and identity of proteolytic bacteria in adult periodontitis.
D Grenier et al.
Journal of periodontal research, 29(5), 365-370 (1994-09-01)
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
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.
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