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N1252

Sigma-Aldrich

4-Nitrophenyl β-D-galacto­pyran­oside

≥98% (enzymatic),≥98% (TLC), powder

Synonym(s):

p-Nitrophenyl β-D-galacto­pyran­oside

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
3150-24-1
Molecular Weight:
301.25
Beilstein:
92213
EC Number:
221-584-5
MDL number:
MFCD00063256
UNSPSC Code:
12352204
PubChem Substance ID:
24897472
NACRES:
NA.32
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Product Name

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

Quality Level

300

Assay

≥98% (TLC)
≥98% (enzymatic)

form

powder

solubility

water: 10 mg/mL, clear, colorless to very faintly green

storage temp.

−20°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-YBXAARCKSA-N

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Application

4-Nitrophenyl β-D-galactopyranoside has been used:
  • as a substrate to assess the activity of glycosaminoglycan (GAG)-degrading enzymes[1]
  • as a substrate to study the kinetic properties of recombinant Leuconostoc mesenteroides glycosidase (BgLm1) and determine β-glucosidase activity[2]
  • to prepare substrate solution in a modified universal buffer[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000325228
0000325228
0000325229
0000358653
0000397526

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A high-throughput microplate assay for simultaneous colorimetric quantification of multiple enzyme activities in soil
Popova IR and Deng S
Applied soil ecology : a section of Agriculture, Ecosystems & Environment null
Radosław Kowalewski et al.
Journal of vascular research, 43(1), 95-100 (2005-11-19)
The abdominal aortic aneurysm (AAA) wall represents an extreme example of arterial remodeling with disturbed elastin, collagen and proteoglycan metabolism. The aim of this study was to evaluate enzymes involved in the degradation of glycosaminoglycan chains and core proteins of
Identification, purification and characterization of a novel glycosidase (BgLm1) from Leuconostoc mesenteroides
del Pino-Garcia R, et al.
LWT--Food Science and Technology null
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
Irina Smirnova et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(37), 15147-15151 (2011-09-08)
The lactose permease (LacY) catalyzes galactoside/H(+) symport via an alternating access mechanism in which sugar- and H(+)-binding sites in the middle of the molecule are alternatively exposed to either side of the membrane by opening and closing of inward- and
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