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Catalog No: A10GD-4024
Cas No: 20818-25-1
Properties: Mol Formula: C12H17NO6, Mol Weight: 271.27
IUPAC Name: (2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Synonym: 4-Aminophenyl |A-D-glucopyranoside, (2S,3R,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, 4-Aminophenyl-beta-D-glucopyranoside
4-Aminophenyl b-D-glucopyranoside is a membrane transport inhibitor that prevents the uptake of glucose by inhibiting the enzyme hexose transporter. It is used in biological treatment and has been shown to be effective against glutamicum. 4-Aminophenyl b-D-glucopyranoside can also be used in assays to identify bacteria based on their surface antigens. This compound was isolated from corynebacterium glutamicum and its metabolic pathway has been elucidated. 4-Aminophenyl b-D-glucopyranoside has also been shown to inhibit enzymatic activity, which may be due to inhibition of the enzyme dihydroorotate dehydrogenase.
| CAS Number | 20818-25-1 |
| Product Name | (2S,3R,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol |
| IUPAC Name | (2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
| Molecular Formula | C12H17NO6 |
| Molecular Weight | 271.27 g/mol |
| InChI | InChI=1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2/t8-,9-,10+,11-,12-/m1/s1 |
| InChI Key | MIAKOEWBCMPCQR-RMPHRYRLSA-N |
| SMILES | C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O |
| Synonyms | 4-aminophenyl glucoside, 4-aminophenyl glucoside, (alpha-D)-isomer, 4-aminophenyl-beta-D-glucopyranoside, p-aminophenyl-beta-D-glucoside, PAPB-DG |
| Canonical SMILES | C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O |
| Isomeric SMILES | C1=CC(=CC=C1N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
CAS No: 20818-25-1 MDL No: MFCD00067365 Chemical Formula: C12H17NO6 Molecular Weight: 271.27 |
COA:
Name: 4-Aminophenyl ?-D-glucopyranoside
CAS: 20818-25-1 M.F.: C12H17NO6 M.W.: 271.27
|
Items |
Standards |
Results |
|
Appearance |
White or slightly yellowish crystalline power |
Positive |
|
Solubility |
Soluble in water and insoluble in ether |
Positive |
|
NMR and MS |
Should comply |
Complies |
|
Identification |
IR and TLC |
Positive |
|
M.P. |
150? ~ 160? |
155? ~158? |
|
[a]D [in H2O] |
-54o ~ -66o |
-55.2o |
|
Loss Weight On Dryness |
Max. 1% |
Complies |
|
Alpha-Isomer |
Max. 0.5% |
0 |
|
TLC (15%H2SO4-C2H5OH) |
One spot |
Complies |
|
Assay |
Min. 98% |
99.2% |
References:
1. Lee W-C, Hsiao C-C, Chu R, Russ. J. Chem. Tech. Biotech. 4, 1, p66
| Size | 1 G, 100 MG, 5 G, Other |
|---|
Gal-b1,3-GalNac, CAS:20972-29-6; 3554-90-3, G01534TU
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