73653
4-Nitrophenyl α-D-galactopyranoside
≥99.0% (HPLC)
Synonym(s):
p-Nitrophenyl α-D-galactopyranoside
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About This Item
Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
Molecular Weight:
301.25
EC Number:
231-343-6
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
92214
assay
≥99.0% (HPLC)
optical activity
[α]20/D +243±5°, c = 1% in H2O
mp
166-169 °C
storage temp.
2-8°C
SMILES string
OC[C@H]1O[C@H](Oc2ccc(cc2)[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)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12+/m1/s1
InChI key
IFBHRQDFSNCLOZ-IIRVCBMXSA-N
Other Notes
Substrate for α-galactosidase; Binds to the lactose carrier protein of E. coli
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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P Overath et al.
Biochemistry, 18(1), 1-11 (1979-01-09)
The elevated level of lactose carrier protein present in cytoplasmic membranes derived from Escherichia coli strain T31RT, which carries the Y gene of the lac operon on a plasmid vector (Teather, R. M., et al. (1978) Mol. Gen. Genet. 159
Determination of acid hydrolases in human platelets.
C A Dangelmaier et al.
Analytical biochemistry, 104(1), 182-191 (1980-05-01)
G J Kaczorowski et al.
Proceedings of the National Academy of Sciences of the United States of America, 77(11), 6319-6323 (1980-11-01)
4-Nitrophenyl-alpha-D-galactopyranoside (NPG) was used as a photoaffinity reagent to specifically inactivate the beta-galactoside transport system in Escherichia coli ML 308-225 membrane vesicles. Photolysis of NPG produced time-dependent, irreversible loss of transport activity with corresponding incorporation of [3H]NPG into the membrane.
Reuben E Huber et al.
Biochemistry, 42(6), 1796-1803 (2003-02-13)
Trp-999 is a key residue for the action of beta-galactosidases (Escherichia coli). Several site specific substitutions (Phe, Gly, Tyr, Leu) for Trp-999 were made. Each substitution caused greatly decreased affinities for substrates and inhibitors that bind in the "shallow" mode
Dhananjay S Kulkarni et al.
Biotechnology and applied biochemistry, 45(Pt 2), 51-57 (2006-06-20)
Alpha-galactosidase from Aspergillus oryzae was immobilized on chitosan beads using glutaraldehyde as a cross-linking agent. The general properties of free and immobilized enzymes were determined. The optimum pH for the free and immobilized enzymes was 4.8 and 4.6 respectively. The
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