N1252

4-Nitrophenyl β-D-galactopyranoside

Name: 4-Nitrophenyl β-<SC>D</SC>-galactopyranoside
Brand: SIGMA
Price: 98.1 USD
Availability: InStock

≥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/REAXYS Number:

92213

EC Number:

221-584-5

MDL number:

MFCD00063256

UNSPSC Code:

12352204

PubChem Substance ID:

24897472

NACRES:

NA.32

Key Documents

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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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This Item	N0877	N7006	N4264
Sigma-Aldrich N1252 4-Nitrophenyl β-D-galactopyranoside	Sigma-Aldrich N0877 4-Nitrophenyl α-D-galactopyranoside	Sigma-Aldrich N7006 4-Nitrophenyl β-D-glucopyranoside	Sigma-Aldrich N4264 4-Nitrophenyl N-acetyl-α-D-galactosaminide
assay ≥98% (TLC), ≥98% (enzymatic)	assay ≥99% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)
solubility water: 10 mg/mL, clear, colorless to very faintly green	solubility methanol: 100 mg/mL, clear to very slightly hazy	solubility water: 50 mg/mL, clear to very slightly hazy	solubility DMF: 25 mg/mL, clear, colorless to faintly yellow
Quality Level 300	Quality Level 200	Quality Level 300	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

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

11 - Combustible Solids

wgk_germany

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

0000484477

0000478795

0000478758

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Identification, purification and characterization of a novel glycosidase (BgLm1) from Leuconostoc mesenteroides

del Pino-Garcia R, et al.

LWT--Food Science and Technology null

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

Evaluation of enzymes involved in proteoglycan degradation in the wall of abdominal aortic aneurysms.

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

Trp-999 of beta-galactosidase (Escherichia coli) is a key residue for binding, catalysis, and synthesis of allolactose, the natural lac operon inducer.

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

Opening the periplasmic cavity in lactose permease is the limiting step for sugar binding.

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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4-Nitrophenyl β-D-galactopyranoside