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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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1 G
$103.00
5 G
$284.00
25 G
$1,210.00

$103.00

Available to ship onApril 29, 2025Details

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1 G
$103.00
5 G
$284.00
25 G
$1,210.00

About This Item

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

$103.00

Available to ship onApril 29, 2025Details

Product Name

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

Quality Level

300

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.[1][2][3]

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.[4]

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
BCCM9362
BCCL9702
BCCK8164
BCCH4822
BCCJ7239

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Herein, substituted imidazole-pyrazole hybrids (2a-2n) were prepared via a multi component reaction employing pyrazole-4-carbaldehydes (1a-1d), ammonium acetate, benzil and arylamines as reactants. All the new compounds were characterized through their spectral and elemental analyses. Further these compounds were tested against
Jaegoo Kim et al.
World journal of microbiology & biotechnology, 34(11), 167-167 (2018-11-02)
Candida albicans is a major invasive pathogen, and the development of strains resistant to conventional antifungal agents has been reported in recent years. We evaluated the antifungal activity of 44 compounds against Candida strains. Magnoflorine showed the highest growth inhibitory
Hyeong-U Son et al.
Biomolecules, 9(12) (2019-12-11)
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
Elmira F Khusnutdinova et al.
Bioorganic chemistry, 88, 102957-102957 (2019-05-12)
A series of nineteen nitrogen-containing lupane triterpenoids was obtained by modification of C2, C3, C20 and C28 positions of betulonic acid and their α-glucosidase inhibiting activity was investigated. Being a leader compound from our previous study, 2,3-indolo-betulinic acid was used
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Questions

1–4 of 4 Questions  

  1. How is 4-Nitrophenyl α-D-glucopyranoside, Product N1377, used?

    1 answer

    1. 4-Nitrophenyl α-D-glucopyranoside is used as a substrate for the assay of α-glucosidase.  A stock solution of 4 mM is prepared in deionized water.  Upon the enzymatic hydrolysis of this substrate, 4-nitrophenol is produced.  The molar extinction coefficient of 4-nitrophenol in 0.01 M NaOH (pH 10.2) is approximately 18,380 at 400 nm.

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  2. What is the melting point and specific rotation for 4-Nitrophenyl α-D-glucopyranoside, Product N1377?

    1 answer

    1. The melting point range from our MSDS is 209-213 °C.  The optical rotation is lot specific, and can be found on the Certificate of Analysis at our website.

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  3. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. What is the solubility of 4-Nitrophenyl α-D-glucopyranoside, Product N1377?

    1 answer

    1. We test the solubility of 4-Nitrophenyl α-D-glucopyranoside at 20 mg/mL in methanol.  When 4-Nitrophenyl α-D-glucopyranoside is used as a substrate for α-glucosidase, a 4 mM stock solution is made in water.

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