Cas no 7658-08-4 (6-Deoxy-D-glucose)

6-Deoxy-D-glucose is a deoxygenated derivative of D-glucose, where the hydroxyl group at the 6-position is replaced by hydrogen. This structural modification imparts unique biochemical properties, making it a valuable tool in metabolic studies and glycobiology research. Unlike glucose, 6-Deoxy-D-glucose is not phosphorylated by hexokinase, allowing it to serve as a competitive inhibitor in glycolysis investigations. Its resistance to enzymatic degradation enhances its utility in tracing carbohydrate metabolism pathways. The compound is also used in the synthesis of specialized glycoconjugates and as a precursor for other deoxy sugars. Its stability and selective reactivity make it a preferred choice for probing sugar transport and enzymatic mechanisms in biological systems.
6-Deoxy-D-glucose structure
6-Deoxy-D-glucose structure
Product Name:6-Deoxy-D-glucose
CAS No:7658-08-4
MF:C6H12O5
MW:164.156482696533
CID:47629
PubChem ID:93579
Update Time:2025-10-29

6-Deoxy-D-glucose Chemical and Physical Properties

Names and Identifiers

    • 6-Deoxy-D-glucose
    • DEOXY-D-GLUCOSE, 6-(RG)
    • 1-deoxy-L-galacitol
    • 1-deoxy-L-galactitol
    • 6-deoxy D-galactitol
    • 6-deoxy-D-galactose
    • 6-deoxygalactose
    • 6-deoxyglucose
    • 6-desoxy-D-galactose
    • D-quionovose
    • (2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal
    • D-Isorhamnose
    • DTXSID701032788
    • QUINOVOSE [MI]
    • 6DOG
    • EINECS 231-622-2
    • SCHEMBL59278
    • D-EPIRHAMNOSE
    • AKOS027446289
    • PNNNRSAQSRJVSB-JGWLITMVSA-N
    • (3R,4S,5S)-3,4,5-trihydroxy-2-oxohexanal
    • Epifucose
    • O654621E3T
    • AMY41560
    • STR01510
    • 7658-08-4
    • chinovose
    • 3615-41-6
    • NS00025010
    • UNII-O654621E3T
    • Q3414551
    • aldehydo-D-quinovose
    • rel-(2R,3S,4R,5R)-2,3,4,5-Tetrahydroxyhexanal
    • HY-N9429
    • DB-263857
    • CS-0167580
    • Inchi: 1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5-,6-/m1/s1
    • InChI Key: PNNNRSAQSRJVSB-JGWLITMVSA-N
    • SMILES: O[C@H]([C@@H](C)O)[C@@H]([C@H](C=O)O)O

Computed Properties

  • Exact Mass: 164.06800
  • Monoisotopic Mass: 164.068
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 126
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 98A^2
  • XLogP3: -2.4

Experimental Properties

  • Density: 1.1738 (rough estimate)
  • Melting Point: 146°
  • Boiling Point: 211.61°C (rough estimate)
  • Flash Point: 209.3 °C
  • Refractive Index: 1.4230 (estimate)
  • Solubility: H2O: 10?mg/mL, clear, colorless
  • PSA: 90.15000
  • LogP: -2.19380
  • Merck: 13,8169
  • Specific Rotation: D20 +73° (5 min) +30° (3 hr, final) (c = 8.3 in water)

6-Deoxy-D-glucose Security Information

  • WGK Germany:3
  • Safety Instruction: 24/25
  • FLUKA BRAND F CODES:3-10
  • Storage Condition:?20°C

6-Deoxy-D-glucose Pricemore >>

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Additional information on 6-Deoxy-D-glucose

Comprehensive Overview of 6-Deoxy-D-glucose (CAS No. 7658-08-4): Properties, Applications, and Research Insights

6-Deoxy-D-glucose (CAS No. 7658-08-4), a monosaccharide derivative of glucose, has garnered significant attention in biochemical and pharmaceutical research due to its unique structural properties and potential applications. This compound, characterized by the absence of a hydroxyl group at the 6-position of the glucose molecule, serves as a valuable tool in metabolic studies, drug development, and glycobiology. Its CAS number 7658-08-4 is frequently searched in scientific databases, reflecting its relevance in academic and industrial settings.

In recent years, the growing interest in 6-Deoxy-D-glucose aligns with broader trends in glycoscience and metabolic engineering. Researchers are exploring its role in modulating cellular metabolism, particularly in studies related to carbohydrate metabolism disorders and cancer cell energetics. The compound's ability to interfere with glucose utilization pathways has made it a subject of investigation in anti-diabetic and anti-tumor research, topics frequently queried in scientific literature and search engines.

The synthesis and characterization of 6-Deoxy-D-glucose involve advanced techniques such as NMR spectroscopy and mass spectrometry, which are critical for verifying its purity and structural integrity. Its chemical stability and solubility properties are often discussed in forums and publications, as these attributes influence its applicability in experimental protocols. Notably, the compound's compatibility with enzymatic assays and cell culture systems has been validated in multiple peer-reviewed studies.

From an industrial perspective, 6-Deoxy-D-glucose is utilized in the production of specialized carbohydrate-based polymers and chiral intermediates for pharmaceuticals. Its role in glycoconjugate synthesis is particularly noteworthy, as it contributes to the development of novel biomaterials and drug delivery systems. These applications resonate with current trends in green chemistry and sustainable biomaterials, which dominate contemporary scientific discourse.

Frequently asked questions about CAS No. 7658-08-4 include inquiries about its storage conditions, handling precautions, and commercial availability. Addressing these queries, the compound is typically stored under inert conditions to prevent degradation, and its handling requires standard laboratory safety measures. Suppliers often provide high-purity grades tailored for research purposes, ensuring reproducibility in experimental outcomes.

In conclusion, 6-Deoxy-D-glucose (CAS No. 7658-08-4) represents a versatile and scientifically significant compound with broad applicability. Its integration into cutting-edge research on metabolic pathways, therapeutic development, and material science underscores its enduring relevance. As the scientific community continues to explore its potential, this compound remains a focal point in interdisciplinary studies, bridging gaps between chemistry, biology, and medicine.

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