Date published: 2026-2-8

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D-(−)-Erythrose (CAS 583-50-6)

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Application:
D-(−)-Erythrose is a D enantiomer of the aldose aldehyde erythrose
CAS Number:
583-50-6
Molecular Weight:
120.10
Molecular Formula:
C4H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-(−)-Erythrose is a four-carbon sugar that is of significance in the field of biochemistry and organic synthesis. In research, it is often utilized as a starting material or an intermediate in the synthesis of more complex molecules. Its structure serves as a scaffold for the generation of various carbohydrates and analogs through chemical transformations. Additionally, D-(−)-Erythrose is involved in studies related to the metabolic pathways of carbohydrates, such as the pentose phosphate pathway, where it is a precursor to other sugars. Researchers also utilize this compound to understand stereochemical aspects of sugar metabolism and the synthesis of stereospecific molecules. The role of D-(−)-Erythrose in the origins of life has been a subject of interest as well, particularly in prebiotic chemistry, where it may have been a key building block in the formation of more complex sugars.


D-(−)-Erythrose (CAS 583-50-6) References

  1. Beneficial effect of internal hydrogen bonding interactions on the beta-fragmentation of primary alkoxyl radicals. Two-step conversion of D-xylo- and D-ribofuranoses into L-threose and D-erythrose, respectively.  |  Hernandez-García, L., et al. 2007. J Org Chem. 72: 8196-201. PMID: 17900138
  2. Computational study of mutarotation in erythrose and threose.  |  Alkorta, I. and Popelier, PL. 2011. Carbohydr Res. 346: 2933-9. PMID: 22063503
  3. Conformational study of the open-chain and furanose structures of D-erythrose and D-threose.  |  Azofra, LM., et al. 2012. Carbohydr Res. 358: 96-105. PMID: 22841585
  4. Theoretical study of the mutarotation of erythrose and threose: acid catalysis.  |  Azofra, LM., et al. 2013. Carbohydr Res. 372: 1-8. PMID: 23501397
  5. Characterization of erythrose reductases from filamentous fungi.  |  Jovanović, B., et al. 2013. AMB Express. 3: 43. PMID: 23924507
  6. Erythrose revealed as furanose forms.  |  Cabezas, C., et al. 2013. Chem Commun (Camb). 49: 10826-8. PMID: 24121543
  7. Antitumor effect of D-erythrose in an abdominal metastatic model of colon carcinoma.  |  Liu, LL., et al. 2015. Oncol Lett. 9: 769-773. PMID: 25621049
  8. Tautomers of Gas-Phase Erythrose and Their Interconversion Reactions: Insights from High-Level ab Initio Study.  |  Szczepaniak, M. and Moc, J. 2015. J Phys Chem A. 119: 10946-58. PMID: 26452139
  9. Theory of the milieu dependent isomerisation dynamics of reducing sugars applied to d-erythrose.  |  Kaufmann, M., et al. 2015. Carbohydr Res. 418: 89-97. PMID: 26580710
  10. Organocatalytic Synthesis of Higher-Carbon Sugars: Efficient Protocol for the Synthesis of Natural Sedoheptulose and d-Glycero-l-galacto-oct-2-ulose.  |  Popik, O., et al. 2015. ChemistryOpen. 4: 717-21. PMID: 27308197
  11. Anomerization reaction of bare and microhydrated d-erythrose via explicitly correlated coupled cluster approach. Two water molecules are optimal.  |  Szczepaniak, M. and Moc, J. 2017. J Comput Chem. 38: 288-303. PMID: 27896831
  12. Total Facial Discrimination of 1,3-Dipolar Cycloadditions in a d-Erythrose 1,3-Dioxane Template: Computational Studies of a Concerted Mechanism.  |  Sousa, CE., et al. 2017. J Org Chem. 82: 982-991. PMID: 28032997
  13. TM0416, a Hyperthermophilic Promiscuous Nonphosphorylated Sugar Isomerase, Catalyzes Various C5 and C6 Epimerization Reactions.  |  Shin, SM., et al. 2017. Appl Environ Microbiol. 83: PMID: 28258150
  14. Synthesis of (d)-erythrose from glycolaldehyde aqueous solutions under electric field.  |  Cassone, G., et al. 2018. Chem Commun (Camb). 54: 3211-3214. PMID: 29411836
  15. Stereocontrolled total synthesis of Resolvin D4 and 17(R)-Resolvin D4.  |  Nshimiyimana, R., et al. 2023. Org Biomol Chem. 21: 1667-1673. PMID: 36345797

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-(−)-Erythrose, 250 mg

sc-221455
250 mg
$133.00

D-(−)-Erythrose, 1 g

sc-221455A
1 g
$444.00