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Merck

N8010

4-Nitrophenyl 4-guanidinobenzoate hydrochloride

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

Key Documents

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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

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.

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
  • as a component of isotonic buffer to moisten filter paper for mosquito embryo collection

Biochem/physiol Actions

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

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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Certificates of Analysis (COA)

Lot/Batch Number
0000427384
0000427384
0000361401
0000322468
0000322469

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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
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
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
Agnieszka Jendroszek et al.
Thrombosis and haemostasis, 117(9), 1688-1699 (2017-08-05)
Plasminogen activator inhibitor type 1 (PAI-1) is a central regulator of fibrinolysis and tissue remodelling. PAI-1 belongs to the serpin superfamily and unlike other inhibitory serpins undergoes a spontaneous inactivation process under physiological conditions, termed latency transition. During latency transition
R N Pittman et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 9(12), 4269-4286 (1989-12-01)
Sympathetic neurons release both urokinase plasminogen activator (uPA) and tissue plasminogen activator (tPA). A number of inhibitors of serine proteases have been tested to determine their effects on neurite outgrowth from rat sympathetic neurons. Some inhibitors increase neurite outgrowth while
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