2-Nitrophenyl b-D-galactopyranoside – non-animal origin
o-Nitrophenyl ?-D-galactopyranoside (ONPG) is a chromogenic substrate for ?-galactosidase. Upon enzymatic cleavage by ?-galactosidase, o-nitrophenol is released, which can be quantified by colorimetric detection at 420 nm as a measure of ?-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 |
C??H??NO? |
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-?-D-galactopyranoside
CAS: 369-07-3 M.F.: C12H15O8 M.W.: 301.25
Items
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Standards
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Results
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Appearance
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White or off-white crystal powder
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Complies
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Solubility
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Soluble in DMF or hot and
insoluble in ether
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Complies
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Color and Turbidity
?in 15mg/ml in water?
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Colorless or light yellow and clear
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Comply
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NMR and MS
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Should comply
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Comply
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Specific rotation
[?]20/D, in water
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-68 ~ -72?
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-70?
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Melting point
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186-193 ?C (Dec.)
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188-190?
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Carbon
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46.9 – 48.8 %
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Complies
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Nitrogen
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4.5 – 4.8 %
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Complies
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Loss weight on dryness
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Max. 0.5%
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0.11%
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Residue on ignition
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0.5% max
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0.2%
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Heavy metals
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Max. 20 ppm
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Complies
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Assay by HPLC
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Min. 98%
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99.2%
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Purity (Enzymatic)
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Min. 98%
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Complies
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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