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Merck

N1127

2-Nitrophenyl β-D-galactopyranoside

≥98% (enzymatic)

Synonym(s):

ONPG , o-Nitrophenyl β-D-galactopyranoside, ONPG

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
369-07-3
Molecular Weight:
301.25
UNSPSC Code:
12352200
NACRES:
NA.52
PubChem Substance ID:
24897461
EC Number:
206-716-1
Beilstein/REAXYS Number:
92207
MDL number:
MFCD00063255

Product Name

2-Nitrophenyl β-D-galactopyranoside, ≥98% (enzymatic)

InChI key

KUWPCJHYPSUOFW-YBXAARCKSA-N

InChI

1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1

SMILES string

OC[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O

grade

Molecular Biology

assay

≥98% (enzymatic)

form

powder

storage temp.

−20°C

Quality Level

200

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Application

2-Nitrophenyl β-D-galactopyranoside is an enzyme substrate used to detect lacZ activity and hence the presence of β-galactosidase.

Biochem/physiol Actions

β-galactosidase, breaks down lactose into galactose and glucose. β-Galactosidase is not lactose specific and can act on simple galactosides. 2-Nitrophenyl β-D-galactopyranoside hydrolysis results in the release of galactose and a yellow chromogenic compound. The test substrate does not depend on an induced or constitutive permease enzyme to enter the cell, therefore reactions are rapid and occur within a 24-hour period.

General description

Chromogenic substrate for β-galactosidase
ONPG (2-Nitrophenyl β-D-galactopyranoside) is a colorimetric substrate for β-galactosidase.

Preparation Note

A stock solution can be prepared in molecular biology grade water at a concentration of 3 mg/ml. Alternatively, a stock solution of approximately 20.5 mg/ml is prepared in 100 mM sodium phosphate buffer (pH 7.3). Gentle warming may be required to completely dissolve the product.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000484975
0000484975
WXBF6271V
0000412016
0000412016

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D R Henderson et al.
Clinical chemistry, 32(9), 1637-1641 (1986-09-01)
Genetic engineering of beta-galactosidase (EC 3.2.1.23) has led to the development of a new homogeneous assay system, CEDIA. The Z gene of the lac operon of Escherichia coli encodes a large enzymatically inactive polypeptide that spontaneously aggregates and folds to
Superimposition of temperature regulation on yeast promoters.
A Z Sledziewski et al.
Methods in enzymology, 185, 351-366 (1990-01-01)
Receptor-mediated transport of DNA into eukaryotic cells.
M Cotten et al.
Methods in enzymology, 217, 618-644 (1993-01-01)
Gabriela N Tenea et al.
Foods (Basel, Switzerland), 9(9) (2020-09-10)
A novel Weissella cibaria strain UTNGt21O from the fruit of the Solanum quitoense (naranjilla) shrub produces a peptide that inhibits the growth of both Salmonella enterica subsp. enterica ATCC51741 and Escherichia coli ATCC25922 at different stages. A total of 31
Amy H Camp et al.
Genes & development, 23(8), 1014-1024 (2009-04-25)
Spore formation by Bacillus subtilis takes place in a sporangium consisting of two chambers, the forespore and the mother cell, which are linked by pathways of intercellular communication. One pathway, which couples the activation of the forespore transcription factor sigma(G)
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