2492-87-7
Chemical Structure
4-Nitrophenyl β-D-glucopyranoside
- CAS No.: 2492-87-7
- Formula:C12H15NO8
- Molecular Weight:301.25
IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol
InChIKey: IFBHRQDFSNCLOZ-RMPHRYRLSA-N
SMILES: O[C@H]1[C@@H](O[C@H](CO)[C@@H](O)[C@@H]1O)OC2=CC=C([N+]([O-])=O)C=C2
Biological Activity: 4-Nitrophenyl β-D-glucopyranoside is a chromogenic substrate for β-glucosidase. 4-Nitrophenyl β-D-glucopyranoside is converted to a colored product, p-nitrophenol that is easily detected spectrophotometrically at 405 nm when used in a β-glycosidase assay. 4-Nitrophenyl β-D-glucopyranoside is hydrolysed through intramolecular nucleophilic catalysis by the phosphate group in the 2-position. 4-Nitrophenyl β-D-glucopyranoside is promising for research of postmenopausal osteoporosis[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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4-Nitrophenyl β-D-glucopyranoside | 99.77% | 4-Nitrophenyl β-D-glucopyranoside is a chromogenic substrate for β-glucosidase. 4-Nitrophenyl β-D-glucopyranoside is converted to a colored product, p-nitrophenol that is easily detected spectrophotometrically at 405 nm when used in a β-glycosidase assay. 4-Nitrophenyl β-D-glucopyranoside is hydrolysed through intramolecular nucleophilic catalysis by the phosphate group in the 2-position. 4-Nitrophenyl β-D-glucopyranoside is promising for research of postmenopausal osteoporosis. | ||||||||||||||||||||
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Similarity Score 1.00
HY-1375504-Nitrophenyl β-D-galactopyranoside -
Similarity Score 1.00
HY-137822p-Nitrophenyl α-D-mannopyranoside -
Similarity Score 1.00
HY-W0114104-Nitrophenyl β-D-mannopyranoside -
Similarity Score 1.00
HY-W0114114-Nitrophenyl a-D-glucopyranoside -
Similarity Score 1.00
HY-W0399114-Nitrophenyl α-D-galactopyranoside -
Similarity Score 0.94
HY-1341644-Nitrophenyl α-L-arabinofuranoside -
Similarity Score 0.88
HY-134420p-Nitrophenyl α-L-fucoside -
Similarity Score 0.88
HY-1344554-Nitrophenyl β-D-fucopyranoside -
Similarity Score 0.88
HY-1378154-Nitrophenyl α-L-rhamnopyranoside -
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References
- [1]. Alhifthi A, et al. Unimolecular, Bimolecular, and Intramolecular Hydrolysis Mechanisms of 4-Nitrophenyl β-d-Glucopyranoside. J Org Chem. 2021 Jul 16;86(14):9530-9539. [Content Brief]
- [2]. Lee KH, et al. Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation. Bioorg Med Chem Lett. 2021 Oct 15;50:128322. [Content Brief]
- [3]. Rosie F D. Nucleophilic catalysis of glycoside hydrolysis. The hydrolysis of 4-nitrophenyl α-and β-D-glucopyranoside tetraphosphates[J]. Journal of the Chemical Society, Perkin Transactions 2, 1994 (10): 2085-2090.
