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N8010

Sigma-Aldrich

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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500 MG
$293.00
1 G
$365.40

$293.00

Available to ship onApril 29, 2025Details

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500 MG
$293.00
1 G
$365.40

About This Item

Empirical Formula (Hill Notation):
C14H12N4O4 · HCl
CAS Number:
19135-17-2
Molecular Weight:
336.73
Beilstein/REAXYS Number:
8024554
EC Number:
242-831-3
MDL number:
MFCD00037010
UNSPSC Code:
12352204
PubChem Substance ID:
24897847
NACRES:
NA.32

$293.00

Available to ship onApril 29, 2025Details

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

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General description

4-Nitrophenyl 4-guanidinobenzoate hydrochloride (pNPGB) is a trypsin substrate.[1] It is more water-soluble than 4-methylumbelliferyl 4-guanidinobenzoate and is preferred in spectrophotometric assay.[2]

Application

4-Nitrophenyl 4-guanidinobenzoate hydrochloride has been used:
  • as a substrate for trypsin for active site titration experiments[3]
  • for pre-treating of mosquito eggs in the interplasmid transposition assay [4]
  • as a component of isotonic buffer to moisten filter paper for mosquito embryo collection[5]

Biochem/physiol Actions

4-Nitrophenyl 4-guanidinobenzoate hydrochloride (pNPGB) inhibits phenoloxidase enzyme and delays embryo chorionic membrane hardening.[5]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

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
0000361401
0000361401
0000322468
0000322469
0000268046

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N Tomiya et al.
FEBS letters, 193(1), 44-48 (1985-11-25)
Acyl-plasmin-streptokinase complex has advantages as a 'site' directed fibrinolytic agent with the active site protected from the plasma protease inhibitors. But, in clinical use, the fibrinolytic potential of this acyl-enzyme complex is modified or abolished by the presence of streptokinase
D Collen et al.
The Journal of biological chemistry, 268(11), 8284-8289 (1993-04-15)
The mechanism of activation of human plasminogen by recombinant staphylokinase (STAR) was studied using the active site titrant p-nitrophenyl-p'-guanidinobenzoate (NPGB). NPGB prevented active site exposure in equimolar mixtures of plasminogen and STAR but reacted stoichiometrically with mixtures preincubated in the
S P Leytus et al.
Biochimica et biophysica acta, 788(1), 74-86 (1984-07-17)
A theory and experimental method are presented to characterize the kinetics of fast-acting, irreversible proteinase inhibitors. The theory is based upon formal analysis of the case of an irreversible inhibitor competing with a substrate for the active-site of a proteinase.
Studies on the Molecular Mechanism of Mersalyl and 4-Aminophenylmercuric Acetate Re-activation of Trypsin-Thiol Complexes
STEVEN FS and GRIFFIN MM
European Journal of Biochemistry, 109(2), 567-573 (1980)
Mekdes Debela et al.
Scientific reports, 8(1), 10705-10705 (2018-07-18)
Human KLK8/neuropsin, a kallikrein-related serine peptidase, is mostly expressed in skin and the hippocampus regions of the brain, where it regulates memory formation by synaptic remodeling. Substrate profiles of recombinant KLK8 were analyzed with positional scanning using fluorogenic tetrapeptides and
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