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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:
Molecular Weight:
301.25
Beilstein:
92212
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32
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Product Name

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

Quality Level

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 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

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P S Unnikrishnan et al.
Pharmacognosy magazine, 11(Suppl 4), S511-S515 (2016-03-26)
In the continuing search for safe and efficient antidiabetic drug, marine algae become important source which provide several compounds of immense therapeutic potential. Alpha-amylase, alpha-glucosidase inhibitors, and antioxidant compounds are known to manage diabetes and have received much attention recently.
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Dipyridamole (DP) elevates cyclic Adenosine Monophosphate (cAMP) levels in platelets, erythrocytes, and endothelial cells and also blocks adenosine reuptake. It is used to dilate blood vessels in people with peripheral arterial disease and coronary artery disease (CAD). The flexible backbone
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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
Insight into anti-diabetic potential of Clematis apiifolia: glucose control in diabetes.
Zehra SA, et al.
Pakistan Journal of Agricultural Sciences null
Faryal Chaudhry et al.
Bioorganic chemistry, 82, 267-273 (2018-11-06)
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

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Questions

1–4 of 4 Questions  
  1. 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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  2. 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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  3. 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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  4. 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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