Cas no 25320-79-0 (b-Naphthyl a-D-Glucopyranoside)

Technical Introduction: β-Naphthyl α-D-Glucopyranoside β-Naphthyl α-D-glucopyranoside is a synthetic glycoside compound consisting of a β-naphthyl group linked to an α-D-glucopyranoside moiety. This substrate is widely utilized in enzymatic assays, particularly for detecting α-glucosidase activity, owing to its specificity and sensitivity. The cleavage of the glycosidic bond by α-glucosidase releases β-naphthol, which can be quantified spectrophotometrically, making it valuable in biochemical and diagnostic applications. Its stability under standard laboratory conditions and well-defined hydrolysis kinetics enhance reproducibility in research. The compound is also employed in studies of carbohydrate metabolism and inhibitor screening. High purity and consistent performance make it a reliable choice for analytical and research purposes.
b-Naphthyl a-D-Glucopyranoside structure
25320-79-0 structure
Product Name:b-Naphthyl a-D-Glucopyranoside
CAS No:25320-79-0
MF:C16H18O6
MW:306.310525417328
MDL:MFCD00067170
CID:278188
PubChem ID:91398
Update Time:2025-06-08

b-Naphthyl a-D-Glucopyranoside Chemical and Physical Properties

Names and Identifiers

    • (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(naphthalen-2-yloxy)tetrahydro-2H-pyran-3,4,5-triol
    • β-Naphthyl α-D-Glucopyranoside
    • a-D-Glucopyranoside,2-naphthalenyl
    • B-NAPHTHYL A-D-GLUCOPYRANOSIDE
    • β-Naphthyl α-D-Gluco
    • 2-Naphthol-1,3,4,5,6,7,8-d7
    • 2-naphthol-d7
    • 2-Naphthyl alpha-D-glucopyranoside
    • SCHEMBL1378657
    • Naphthalen-2-yl hexopyranoside
    • naphthalen-2-yl alpha-D-glucopyranoside
    • (2R,3S,4S,5R,6R)-2-(HYDROXYMETHYL)-6-(NAPHTHALEN-2-YLOXY)OXANE-3,4,5-TRIOL
    • NS00084136
    • Glucopyranoside, 1-(2-naphthyl)-, alpha-D-
    • 2-naphthyl-beta-D-glucoside
    • 2-NAPHTHYL-ALPHA-D-GLUCOPYRANOSIDE
    • LZ59843000
    • (2R,3R,4S,5R)-2-(hydroxymethyl)-6-naphthalen-2-yloxyoxane-3,4,5-triol
    • CHEBI:90256
    • 2-Naphthylglucoside
    • beta-Naphthyl-alpha-D-glucoside
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-naphthalen-2-yloxyoxane-3,4,5-triol
    • 2-Naphthyl I+/--D-glucopyranoside
    • 2-naphthyl-glucoside
    • CS-0450103
    • (2R, 3S, 4S, 5R, 6R)-2-(hydroxymethyl)-6-naphthalen-2-yloxyoxane-3, 4, 5-triol
    • NIOSH/LZ5984300
    • Q27162432
    • 25320-79-0
    • EINECS 246-834-0
    • beta-Naphthyl alpha-D-Glucopyranoside
    • 2-naphthyl alpha-D-glucoside
    • AMY41707
    • MFCD00067170
    • 1-(2-Naphthyl)-alpha-D-glucopyranoside
    • DTXSID50948165
    • AKOS022171743
    • G85008
    • 2-Naphthyl-a-D-glucopyranoside
    • b-Naphthyl a-D-Glucopyranoside
    • MDL: MFCD00067170
    • Inchi: 1S/C16H18O6/c17-8-12-13(18)14(19)15(20)16(22-12)21-11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-20H,8H2/t12-,13-,14+,15-,16+/m1/s1
    • InChI Key: MWHKPYATGMFFPI-LJIZCISZSA-N
    • SMILES: O1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)OC1C=CC2C=CC=CC=2C=1

Computed Properties

  • Exact Mass: 306.11000
  • Monoisotopic Mass: 306.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 365
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 99.4A^2

Experimental Properties

  • Color/Form: 白色至略 灰白色結(jié)晶粉末
  • Density: 1.454
  • Melting Point: 204-205°C
  • Boiling Point: 567.9 °C at 760 mmHg
  • Flash Point: 297.3 °C
  • Refractive Index: 1.682
  • PSA: 99.38000
  • LogP: 0.01850

b-Naphthyl a-D-Glucopyranoside Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
N368500-100mg
b-Naphthyl a-D-Glucopyranoside
25320-79-0
100mg
$ 81.00 2023-09-06
TRC
N368500-250mg
b-Naphthyl a-D-Glucopyranoside
25320-79-0
250mg
$ 150.00 2023-09-06
TRC
N368500-500mg
b-Naphthyl a-D-Glucopyranoside
25320-79-0
500mg
$230.00 2023-05-17
TRC
N368500-1g
β-Naphthyl α-D-Glucopyranoside
25320-79-0
1g
$ 305.00 2022-06-03
TRC
N368500-2g
b-Naphthyl a-D-Glucopyranoside
25320-79-0
2g
$724.00 2023-05-17
TRC
N368500-5g
b-Naphthyl a-D-Glucopyranoside
25320-79-0
5g
$1108.00 2023-05-17
abcr
AB259090-250 mg
2-Naphthyl-alpha-D-glucopyranoside, 98%; .
25320-79-0 98%
250 mg
€212.00 2023-07-20
abcr
AB259090-1 g
2-Naphthyl-alpha-D-glucopyranoside, 98%; .
25320-79-0 98%
1 g
€488.80 2023-07-20
Apollo Scientific
BIB1428-250mg
2-Naphthyl alpha-D-glucopyranoside
25320-79-0
250mg
£70.00 2025-02-19
Apollo Scientific
BIB1428-500mg
2-Naphthyl alpha-D-glucopyranoside
25320-79-0
500mg
£125.00 2025-02-19

b-Naphthyl a-D-Glucopyranoside Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:25320-79-0)b-Naphthyl a-D-Glucopyranoside
Order Number:A1150547
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:13
Price ($):274.0

Additional information on b-Naphthyl a-D-Glucopyranoside

Introduction to b-Naphthyl α-D-Glucopyranoside (CAS No. 25320-79-0)

b-Naphthyl α-D-Glucopyranoside, with the chemical identifier CAS No. 25320-79-0, is a well-documented glycoside compound that has garnered significant attention in the field of pharmaceutical chemistry and biochemistry. This compound, characterized by its β-naphthyl group linked to an α-D-glucopyranoside moiety, serves as a versatile intermediate in synthetic chemistry and a potential tool compound in biological assays. The unique structural features of b-Naphthyl α-D-Glucopyranoside make it a valuable candidate for investigating glycosidase mechanisms, carbohydrate-protein interactions, and the development of novel therapeutic agents.

The β-naphthyl moiety, derived from naphthalene, contributes to the hydrophobic properties of the molecule, while the α-D-glucopyranoside part introduces hydrophilic characteristics, creating a balance that influences its solubility and reactivity. This dual nature has been exploited in various applications, including chromatographic analysis and as a substrate in enzymatic studies. The compound’s stability under standard conditions further enhances its utility in laboratory settings.

In recent years, advancements in glycoscience have highlighted the importance of glycosides in drug design and development. b-Naphthyl α-D-Glucopyranoside has been employed in research aimed at understanding the role of carbohydrates in cellular communication and disease pathogenesis. For instance, studies have demonstrated its potential as a probe for galectins, a family of carbohydrate-binding proteins involved in inflammation and cancer progression. The fluorescence properties of the β-naphthyl group allow for sensitive detection and imaging applications, making this compound particularly useful in high-throughput screening assays.

One of the most compelling aspects of b-Naphthyl α-D-Glucopyranoside is its role in synthetic methodologies. Researchers have leveraged this glycoside to develop novel strategies for constructing complex carbohydrate derivatives. These derivatives are not only of academic interest but also hold promise for therapeutic applications. For example, modifications of the α-D-glucopyranoside unit have been explored to enhance bioavailability and target specificity in drug formulations.

The pharmaceutical industry has shown particular interest in b-Naphthyl α-D-Glucopyranoside due to its potential as a scaffold for drug discovery. By modifying the glycosidic linkage or introducing additional functional groups, chemists can generate libraries of compounds with tailored properties. Such libraries are essential for identifying lead molecules that can be optimized into viable drugs. The compound’s well-characterized structure and reactivity profile make it an ideal candidate for structure-activity relationship (SAR) studies.

From a biochemical perspective, b-Naphthyl α-D-Glucopyranoside has been instrumental in elucidating the mechanisms of glycosidases, enzymes that cleave glycosidic bonds. These enzymes are crucial in various metabolic pathways and are often targeted by therapeutic agents. By using this compound as a substrate, researchers can gain insights into enzyme kinetics and substrate specificity, which are critical for designing inhibitors or activators.

The synthesis of b-Naphthyl α-D-Glucopyranoside itself is a testament to the progress in carbohydrate chemistry. Modern synthetic routes have been refined to produce this compound with high purity and yield, making it more accessible for research purposes. Techniques such as enzymatic glycosylation and protective group strategies have enabled the efficient construction of complex glycosides like this one.

In conclusion, b-Naphthyl α-D-Glucopyranoside (CAS No. 25320-79-0) represents a significant advancement in glycoscience and pharmaceutical chemistry. Its unique structural features, combined with its versatility as a tool compound, make it indispensable in both academic research and industrial applications. As our understanding of carbohydrates continues to evolve, compounds like this will undoubtedly play a pivotal role in discovering new treatments for diseases and improving existing therapies.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:25320-79-0)b-Naphthyl a-D-Glucopyranoside
A1150547
Purity:99%
Quantity:1g
Price ($):274.0
Email