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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
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grade

Molecular Biology

Quality Level

200

assay

≥98% (enzymatic)

form

powder

storage temp.

−20°C

SMILES string

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

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

InChI key

KUWPCJHYPSUOFW-YBXAARCKSA-N

General description

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

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.

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.

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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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Protocols

Yeast Transformation Protocols

Yeasts are considered model systems for eukaryotic studies as they exhibit fast growth and have dispersed cells.

Articles

Yeast Transformation Introduction

Transformation introduces exogenous DNA into cells, a fundamental genetic modification process demonstrated in Streptococcus pneumoniae.

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)
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