369-07-3, ONPG, 2-Nitrophenyl-β-D-galactopyranosid, CAS: 369-07-3

369-07-3, ONPG,
2-Nitrophenyl-β-D-galactopyranosid,
CAS: 369-07-3
C12H15NO8 / 301.25
MFCD00063255

2-Nitrophenyl b-D-galactopyranoside - non-animal origin

o-Nitrophenyl β-D-galactopyranoside (ONPG) is a chromogenic substrate for β-galactosidase. Upon enzymatic cleavage by β-galactosidase, o-nitrophenol is released, which can be quantified by colorimetric detection at 420 nm as a measure of β-galactosidase activity.

2-nitrophenyl beta-D-galactoside is a beta-D-galactoside having a 2-nitrophenyl substituent at the anomeric position. It has a role as a chromogenic compound. It is a beta-D-galactoside and a C-nitro compound. It derives from a 2-nitrophenol.

CAS Number	369-07-3
Product Name	2-Nitrophenyl-beta-D-galactopyranoside
IUPAC Name	(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxane-3,4,5-triol
Molecular Formula	C₁₂H₁₅NO₈
Molecular Weight	301.25 g/mol
InChI	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-UHFFFAOYSA-N
SMILES	C1=CC=C(C(=C1)[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
Solubility	45.2 [ug/mL]
Synonyms	2-nitrophenyl-alpha-D-galactoside, 2-nitrophenylgalactoside, 2-nitrophenylgalactoside, (alpha-D)-isomer, 2-nitrophenylgalactoside, (beta-D)-isomer, o-nitrophenyl-beta-D-galactopyranoside, ONPG, ONPG cpd, ortho-nitrophenyl-beta-D-galactoside
Canonical SMILES	C1=CC=C(C(=C1)[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES	C1=CC=C(C(=C1)[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O

CAS No: 369-07-3 Synonyms: ONPG MDL No: MFCD00063255 Chemical Formula: C12H15NO8 Molecular Weight: 301.25

COA:

Product name: 2-Nitrophenyl-β-D-galactopyranoside

CAS: 369-07-3 M.F.: C₁₂H₁₅O₈M.W._:301.25

*Items*	*Standards*	*Results*
Appearance	White or off-white crystal powder	Complies
Solubility	Soluble in DMF or hot and insoluble in ether	Complies
Color and Turbidity （in 15mg/ml in water）	Colorless or light yellow and clear	Comply
NMR and MS	Should comply	Comply
Specific rotation [α]20/D, in water	-68 ~ -72°	-70°
Melting point	186-193 °C (Dec.)	188-190℃
Carbon	46.9 - 48.8 %	Complies
Nitrogen	4.5 - 4.8 %	Complies
Loss weight on dryness	Max. 0.5%	0.11%
Residue on ignition	0.5% max	0.2%
Heavy metals	Max. 20 ppm	Complies
Assay by HPLC	Min. 98%	99.2%
Purity (Enzymatic)	Min. 98%	Complies

References:

1. Maruhn D, Clin. Chim. Acta 1976, 73, 453
2. Levvy GA, Conchie J, Methods Enzymol. 1966, 8, 571-84
3. Naider F, et al., Biochemistry 1972, 11, 3202-7

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