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4-Nitrophenyl 4-guanidinobenzoate hydrochloride

Name: 4-Nitrophenyl 4-guanidinobenzoate hydrochloride
Brand: SIGMA

protease substrate, ≥95.0% (TLC), powder

Synonym(s):

4-Guanidinobenzoic acid 4-nitrophenylester hydrochloride, NPGB, pNPGB

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₂N₄O₄ · HCl

CAS Number:

19135-17-2

Molecular Weight:

336.73

NACRES:

NA.32

PubChem Substance ID:

24897847

UNSPSC Code:

12352204

EC Number:

242-831-3

MDL number:

MFCD00037010

Beilstein/REAXYS Number:

8024554

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Properties

Product Name

4-Nitrophenyl 4-guanidinobenzoate hydrochloride, protease inhibitor and substrate

Quality Level

200

assay

≥95.0% (TLC)

form

powder

solubility

formic acid: soluble 49.00-51.00 mg/mL

storage temp.

−20°C

SMILES string

Cl[H].NC(=N)Nc1ccc(cc1)C(=O)Oc2ccc(cc2)[N+]([O-])=O

InChI

1S/C14H12N4O4.ClH/c15-14(16)17-10-3-1-9(2-4-10)13(19)22-12-7-5-11(6-8-12)18(20)21;/h1-8H,(H4,15,16,17);1H

InChI key

PKSBDZOBYIKNGY-UHFFFAOYSA-N

Description

General description

4-Nitrophenyl 4-guanidinobenzoate hydrochloride (pNPGB) is a trypsin substrate. It is more water-soluble than 4-methylumbelliferyl 4-guanidinobenzoate and is preferred in spectrophotometric assay.[1]

Application

4-Nitrophenyl 4-guanidinobenzoate hydrochloride has been used:

as a substrate for trypsin for active site titration experiments
for pre-treating of mosquito eggs in the interplasmid transposition assay [2]
as a component of isotonic buffer to moisten filter paper for mosquito embryo collection[3]

Biochem/physiol Actions

4-Nitrophenyl 4-guanidinobenzoate hydrochloride (pNPGB) inhibits phenoloxidase enzyme and delays embryo chorionic membrane hardening.[3]

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This Item	N1627	73677	N2127
Sigma-Aldrich N8010 4-Nitrophenyl 4-guanidinobenzoate hydrochloride	Sigma-Aldrich N1627 4-Nitrophenyl β-D-glucuronide	Sigma-Aldrich 73677 4-Nitrophenyl β-D-glucuronide	Sigma-Aldrich N2127 4-Nitrophenyl α-D-mannopyranoside
assay ≥95.0% (TLC)	assay ≥98% (TLC)	assay ≥99.0% (TLC)	assay ≥98% (TLC)
solubility formic acid: soluble 49.00-51.00 mg/mL	solubility H₂O: soluble 100 mg/mL, clear	solubility H₂O: 0.1 g/mL, clear, faintly yellow	solubility DMF: 50 mg/mL
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 300
form powder	form powder	form powder or crystals	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Inhibition of the acrosome reaction by trypsin inhibitors and prevention of penetration of spermatozoa through the human zona pellucida.

M Llanos et al.

Journal of reproduction and fertility, 97(1), 173-178 (1993-01-01)

In this study we evaluated the effect of several trypsin inhibitors (p-aminobenzamidine: pAB; N-alpha-p-tosyl-L-lysine-chloromethyl-ketone: TLCK and p-nitrophenyl-p'-guanidino-benzoate: NPGM) on sperm binding and penetration of the human zona pellucida. Motile spermatozoa, selected by a two-step Percoll gradient, were incubated at 1

Toward Anopheles transformation: Minos element activity in anopheline cells and embryos.

F Catteruccia et al.

Proceedings of the National Academy of Sciences of the United States of America, 97(5), 2157-2162 (2000-02-19)

The ability of the Minos transposable element to function as a transformation vector in anopheline mosquitoes was assessed. Two recently established Anopheles gambiae cell lines were stably transformed by using marked Minos transposons in the presence of a helper plasmid

Mélia Magnen et al.

Biological chemistry, 399(9), 1053-1064 (2018-06-09)

Every year, influenza A virus (IAV) affects and kills many people worldwide. The viral hemagglutinin (HA) is a critical actor in influenza virus infectivity which needs to be cleaved by host serine proteases to exert its activity. KLK5 has been