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N8010

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

Beilstein:

8024554

EC Number:

242-831-3

MDL number:

MFCD00037010

UNSPSC Code:

12352204

PubChem Substance ID:

24897847

NACRES:

NA.32

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. 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

GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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

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

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

Structural determinants of specificity and regulation of activity in the allosteric loop network of human KLK8/neuropsin.

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

Theory and experimental method for determining individual kinetic constants of fast-acting, irreversible proteinase inhibitors.

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.

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