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L-Threitol (CAS 2319-57-5)

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Alternate Names:
L-1,2,3,4-Butanetetrol
CAS Number:
2319-57-5
Molecular Weight:
122.12
Molecular Formula:
C4H10O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-Threitol, a four-carbon sugar alcohol with structural similarities to the sugar threose, plays a significant role in various research disciplines, particularly in organic and biochemical studies. It is a stereoisomer of erythritol and differs structurally in the configuration of its hydroxyl groups. This structural specificity makes L-Threitol an important tool for studying stereoisomerism and its effects on biochemical processes. In scientific research, L-Threitol is often used as a chiral building block in the synthesis of complex organic molecules. Its ability to function as a chiral center allows researchers to explore the synthesis of asymmetric molecules and investigate their properties. This is crucial in the development of pharmaceuticals, where the configuration of molecules can significantly impact their pharmacological activity. Additionally, L-Threitol serves as a valuable reagent in the study of biochemical pathways, particularly those involving carbohydrate metabolism. Researchers utilize L-Threitol in enzymatic reactions to probe the specificity and mechanism of enzymes that interact with sugar alcohols. This application is important for understanding enzyme function and for designing enzyme inhibitors that can regulate metabolic pathways. Overall, L-Threitol′s versatility makes it an essential component in research laboratories focused on chemistry, biochemistry, and molecular biology, providing insights into molecular structure, enzyme activity, and the stabilization of biomolecules.


L-Threitol (CAS 2319-57-5) References

  1. IDENTIFICATION OF ALTRO-HEPTULOSE AND L-THREITOL AS PRODUCTS OF MESO-ERYTHRITOL OXIDATION BY ACETOBACTER SUBOXYDANS.  |  HU, CL., et al. 1965. Arch Biochem Biophys. 110: 350-3. PMID: 14342732
  2. Conformational study of erythritol and threitol in the gas state by density functional theory calculations.  |  Jesus, AJ., et al. 2005. Carbohydr Res. 340: 283-91. PMID: 15639248
  3. Determination of the enthalpy of solute-solvent interaction from the enthalpy of solution: aqueous solutions of erythritol and L-threitol.  |  Lopes Jesus, AJ., et al. 2006. J Phys Chem B. 110: 9280-5. PMID: 16671745
  4. A General Strategy for the Discovery of Metabolic Pathways: d-Threitol, l-Threitol, and Erythritol Utilization in Mycobacterium smegmatis.  |  Huang, H., et al. 2015. J Am Chem Soc. 137: 14570-3. PMID: 26560079
  5. Intramolecular dehydration of biomass-derived sugar alcohols in high-temperature water.  |  Yamaguchi, A., et al. 2017. Phys Chem Chem Phys. 19: 2714-2722. PMID: 27896339
  6. Synthesis of l-threitol-based crown ethers and their application as enantioselective phase transfer catalyst in Michael additions.  |  Rapi, Z., et al. 2017. Chirality. 29: 257-272. PMID: 28429401
  7. Conformations of erythritol and L-threitol in aqueous solution in relation to sweetness properties: a molecular dynamics simulation[J].  |  RauláGrigera J. 1992. Journal of the Chemical Society, Faraday Transactions,. 88(3): 437-441.
  8. The crystal and molecular structure of threitol[J].  |  Kopf J, Morf M, Zimmer B,. 1993. Carbohydrate research,. 247: 119-128.
  9. The manifestation of hydrogen bonding in the IR spectra of DL-threitol and erythritol (300–20 K)[J].  |  Rozenberg M, Loewenschuss A, Lutz H D. 1999,. Carbohydrate research,.315(1-2): 89-97.
  10. On the structure of erythritol and L-threitol in the solid state: An infrared spectroscopic study[J].  |  Jesus A J L, Redinha J S. 2009,. Journal of Molecular Structure,. 938(1-3): 156-164.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-Threitol, 1 g

sc-215225
1 g
$119.00