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CS-W001157 4
Total: USD 88.00

6-Deoxy-D-glucose

  • CAS No. 7658-08-4

  • Cat. No. CS-0167580
  • Molecule weight164.16
  • Purity≥98%
  • MDL No.MFCD00061627

*For research and further manufacturing use only, not for direct human use.

6-Deoxy-D-glucose|CS-0167580

Structure of 7658-08-4

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General Information

  • CAS No. 7658-08-4
  • Cat. No. CS-0167580
  • Purity ≥98%
  • MDL No. MFCD00061627
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₅
  • Molecular Weight 164.16
  • Synonym(s) None
  • SMILES C[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O

Description

6-Deoxy-D-glucose (CAS 7658-08-4) disrupts glycolytic flux by substituting for D-glucose in hexokinase-mediated phosphorylation, generating a non-metabolizable analog that accumulates in cells and inhibits downstream metabolic pathways.

Application

6-Deoxy-D-glucose (CAS 7658-08-4) serves as a critical reference standard in circular dichroism spectroscopy due to its distinct chiral signature and stable pyranose conformation. It enables precise spectral calibration. Researchers use this sugar to starve Dictyostelium HMX44A.atg1-1 cells, triggering autophagic responses ideal for live-cell microscopy.

Synthesis

  • Route1
    • null|null
      1260096-79-4
    • ~%
    • In-stock
      L-(+)-Arabinose|CS-W016327
      5328-37-0
    • In-stock
      6-Deoxy-D-glucose|CS-0167580
      7658-08-4
    • (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal|CS-1185051
      50-99-7

    References

    • Phytochemistry, , vol. 71, # 17-18 p. 2157 - 2167
  • Route2
    • null|null
      1260096-80-7
    • ~%
    • In-stock
      L-(+)-Arabinose|CS-W016327
      5328-37-0
    • In-stock
      6-Deoxy-D-glucose|CS-0167580
      7658-08-4
    • (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal|CS-1185051
      50-99-7

    References

    • Phytochemistry, , vol. 71, # 17-18 p. 2157 - 2167
  • Route3
    • null|null
      1260096-81-8
    • ~%
    • In-stock
      L-(+)-Arabinose|CS-W016327
      5328-37-0
    • In-stock
      6-Deoxy-D-glucose|CS-0167580
      7658-08-4
    • (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal|CS-1185051
      50-99-7
    • null|null
      94414-08-1

    References

    • Jitsuno, Maki; Mimaki, Yoshihiro Phytochemistry, 2010 , vol. 71, # 17-18 p. 2157 - 2167

Safety Information

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GHS Pictogram : N/A
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Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   97.99
  • LogP   -2.3512
  • H_Acceptors   5
  • H_Donors   4
  • Rotatable_Bonds   4

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