Cas no 1152-39-2 (4-Methylphenyl b-D-Thioglucopyranoside)

4-Methylphenyl β-D-Thioglucopyranoside is a thioglycoside derivative commonly used in glycoscience research and enzymatic studies. Its thioglycosidic bond enhances stability against hydrolysis compared to O-glycosides, making it a valuable substrate for investigating glycosidase mechanisms. The compound serves as a synthetic intermediate in carbohydrate chemistry, particularly for constructing complex glycoconjugates. The 4-methylphenyl group contributes to improved solubility in organic solvents, facilitating its use in diverse reaction conditions. This thioglucopyranoside is also employed in probing active-site specificity of glycosidases and as a precursor for glycosyltransferase assays. Its structural features enable selective enzymatic cleavage studies, offering insights into stereochemical preferences of glycoside hydrolases. The product is typically characterized by NMR and mass spectrometry for purity verification.
4-Methylphenyl b-D-Thioglucopyranoside structure
1152-39-2 structure
Product Name:4-Methylphenyl b-D-Thioglucopyranoside
CAS No:1152-39-2
MF:C13H18O5S
MW:286.344023227692
CID:894738
PubChem ID:329761213
Update Time:2025-10-28

4-Methylphenyl b-D-Thioglucopyranoside Chemical and Physical Properties

Names and Identifiers

    • 4-methylphenyl 1-thio-b-d-glucopyranoside
    • 4-METHYLPHENYL 1-THIO-Β-D-GLUCOPYRANOSIDE
    • p-Tolyl 1-thio-β-D-glucopyranoside
    • 4-Methylphenyl β-D-thioglucopyranoside
    • p-Tolyl β-D-thioglucopyranoside
    • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-methylphenyl)sulfanyloxane-3,4,5-triol
    • p-Tolyl beta-D-thioglucopyranoside
    • DTXSID50564228
    • p-Tolyl 1-thio- beta -D-glucopyranoside
    • (2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-[(4-METHYLPHENYL)SULFANYL]OXANE-3,4,5-TRIOL
    • beta-D-Glucopyranoside, 4-methylphenyl 1-thio-
    • W-200879
    • p-Tolyl 1-thio-beta-D-glucopyranoside, 99%
    • 1152-39-2
    • G63121
    • SCHEMBL3322973
    • 4-Methylphenyl 1-thio-beta-D-glucopyranoside
    • Phenyl 1-thiol-alpha-D-mannopyranoside
    • (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triol
    • 4-Methylphenyl b-D-Thioglucopyranoside
    • MDL: MFCD11045365
    • Inchi: 1S/C13H18O5S/c1-7-2-4-8(5-3-7)19-13-12(17)11(16)10(15)9(6-14)18-13/h2-5,9-17H,6H2,1H3/t9-,10-,11+,12-,13+/m1/s1
    • InChI Key: IQCLIQLFPVKINX-LBELIVKGSA-N
    • SMILES: S(C1C=CC(C)=CC=1)[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Computed Properties

  • Exact Mass: 286.08754
  • Monoisotopic Mass: 286.08749484g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 282
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.7
  • Topological Polar Surface Area: 115?2

Experimental Properties

  • PSA: 90.15

4-Methylphenyl b-D-Thioglucopyranoside Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:2-8°C

4-Methylphenyl b-D-Thioglucopyranoside Pricemore >>

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Additional information on 4-Methylphenyl b-D-Thioglucopyranoside

Comprehensive Guide to 4-Methylphenyl b-D-Thioglucopyranoside (CAS No. 1152-39-2): Properties, Applications, and Research Insights

4-Methylphenyl b-D-Thioglucopyranoside (CAS No. 1152-39-2) is a specialized thioglycoside compound widely utilized in biochemical and pharmaceutical research. This compound features a thioglucopyranoside backbone linked to a 4-methylphenyl group, making it a valuable tool for studying enzyme mechanisms, carbohydrate metabolism, and glycosylation processes. Its unique structure allows it to act as a substrate or inhibitor in enzymatic assays, particularly those involving glycosidases or glycosyltransferases.

In recent years, the demand for 4-Methylphenyl b-D-Thioglucopyranoside has surged due to its relevance in glycobiology and drug discovery. Researchers are increasingly exploring its potential in designing glycomimetics, which mimic natural carbohydrates and can modulate biological pathways. This aligns with the growing interest in precision medicine and targeted therapies, where understanding carbohydrate-protein interactions is critical. The compound’s CAS No. 1152-39-2 is frequently searched in academic and industrial databases, reflecting its importance in cutting-edge research.

One of the key advantages of 4-Methylphenyl b-D-Thioglucopyranoside is its stability compared to traditional O-glycosides. The thioether linkage resists hydrolysis by most glycosidases, making it an ideal candidate for probing enzyme specificity or developing stable glycoside analogs. This property has sparked interest in applications such as proteomics and biomarker discovery, where robust chemical probes are essential. Additionally, its compatibility with high-throughput screening platforms has made it a staple in modern drug development pipelines.

From an industrial perspective, 4-Methylphenyl b-D-Thioglucopyranoside is often synthesized via stereoselective thioglycosylation methods, which are optimized for yield and purity. Manufacturers emphasize its role in producing custom glycosides for research, catering to the needs of biotech startups and pharmaceutical giants alike. The compound’s CAS No. 1152-39-2 is a common query in procurement systems, underscoring its commercial significance.

Environmental and safety profiles of 4-Methylphenyl b-D-Thioglucopyranoside are also noteworthy. Unlike some reactive intermediates, it exhibits low toxicity under standard handling conditions, aligning with the global push for green chemistry and sustainable lab practices. This makes it a preferred choice for academic labs and industrial R&D facilities aiming to reduce hazardous waste.

Looking ahead, the compound’s potential in glycan-based therapeutics and diagnostic tools continues to attract attention. With advancements in AI-driven molecular design, researchers are leveraging 4-Methylphenyl b-D-Thioglucopyranoside to model complex glycosylation patterns, addressing challenges in autoimmune diseases and cancer immunotherapy. Its versatility ensures it remains a cornerstone in chemical biology for years to come.

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