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Catalog No: A10GD-4730
Cas No: 3767-28-0
Properties: Mol Formula: C12H15NO8, Mol Weight: 301.25
IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
Synonym: 4-Nitrophenyl alpha-D-glucopyranoside, 4-Nitrophenyl a-D-glucopyranoside, 4-Nitrophenyl alpha-glucoside
CAS No: 3767-28-0 MDL No: MFCD00064088 Chemical Formula: Molecular Weight: 301.25 |
4-Nitrophenyl-alpha-D-glucopyranoside is a chemical compound that belongs to the class of nitrophenols. It is an anti-infective agent and has been used as a substrate in vitro for the study of enzyme activities. 4-Nitrophenyl-alpha-D-glucopyranoside has been shown to inhibit the growth of colorectal adenocarcinoma cells, both in vivo and in vitro, at low concentrations. This compound also inhibits bacterial growth by blocking the synthesis of proteins and nucleic acids. When ingested, 4-Nitrophenyl-alpha-D-glucopyranoside can be hydrolyzed into nitrite, which is toxic to bacteria.
| CAS Number | 3767-28-0 |
| Product Name | 4-Nitrophenyl alpha-D-glucopyranoside |
| IUPAC Name | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol |
| Molecular Formula | C12H15NO8 |
| Molecular Weight | 301.25 g/mol |
| InChI | 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 |
| SMILES | C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O |
| Synonyms | 4-nitrophenyl alpha-glucoside, 4-nitrophenyl-alpha-D-glucopyranoside, p-nitrophenyl alpha-D-glucopyranoside, p-nitrophenyl-alpha-D-glucopyranoside, p-nitrophenyl-glucopyranoside, para-nitrophenyl alpha-glucoside, PNP-alpha-Glu |
| Canonical SMILES | C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O |
| Isomeric SMILES | C1=CC(=CC=C1[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
COA:
Product name: 4-Nitrophenyl-alpha-D-glucopyranoside
CAS: 3767-28-0 M.F.: C12H15NO8 M.W.: 301.25
Batch No: 20120201 Quantity:28g
Items | Standards | Results |
Appearance | White crystal powder | Complies |
Solubility | Soluble in DMF, insoluble in ether | Complies |
Identification | IR and HPLC | Complies |
Melting point | 210? ~ 220?C | 215? ~217 ? |
Specific rotation ( [?]20/D, in H2O) | 218o ~ 220o | 218.5o |
Any other impurity | Max. 0.5% | Complies |
Total impurity | Max. 2% | Complies |
Heavy metal | Max. 20ppm | Complies |
Residue on ignition | Max. 0.5% | 0.1% |
TLC | One spot | One spot |
Assay by HPLC | Min. 98% | 99.1% |
Substrate for the assay of a-glucosidases.
References:
1. Halvorson H, Methods Enzymol. 1966, 8, 559-62
| Size | 1 G, 100 MG, 5 G, Other |
|---|
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