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N1377

Sigma-Aldrich

4-Nitrophenyl α-D-glucopyranoside

chromogenic, ≥99%, powder or crystals

Synonym(s):

p-Nitrophenyl α-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
3767-28-0
Molecular Weight:
301.25
Beilstein:
92212
EC Number:
223-189-3
MDL number:
MFCD00064088
UNSPSC Code:
12352204
PubChem Substance ID:
24897484
NACRES:
NA.32

product name

4-Nitrophenyl α-D-glucopyranoside, ≥99%

Assay

≥99%

form

powder or crystals

solubility

methanol: 20 mg/mL, clear to very slightly hazy, colorless to greenish-yellow

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-ZIQFBCGOSA-N

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Application

4-Nitrophenyl ǥ-D-glucopyranoside has been used as a substrate in an ǥ-glucosidase inhibition assay.

Biochem/physiol Actions

4-Nitrophenyl ǥ-D-glucopyranoside serves as a substrate for glycosidases. Upon cleavage, the substrate is converted to a yellow-colored product.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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To determine the mechanism of action of the effects of phytoalexins in soybeans, we analyzed α-glucosidase inhibition kinetics using Michaelis-Menten plots and Lineweaver-Burk plots. The results showed that the type of inhibition with glyceollin was competitive, that of genistein was
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