Date published: 2025-12-25

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5,6-O-Isopropylidene-L-gulono-1,4-lactone (CAS 94697-68-4)

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Application:
5,6-O-Isopropylidene-L-gulono-1,4-lactone is a starting material for chemical synthesis
CAS Number:
94697-68-4
Molecular Weight:
218.21
Molecular Formula:
C9H14O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5,6-O-Isopropylidene-L-gulono-1,4-lactone is a synthetic derivative of L-gulonic acid, extensively utilized in research focused on carbohydrate chemistry and metabolic pathway elucidation. This compound acts as a key intermediate in the synthesis of vitamin C analogs and is instrumental in studying the biosynthesis pathways of ascorbic acid in organisms that do not naturally produce vitamin C. The isopropylidene group in this molecule provides stability, making it easier to handle and react in various synthetic scenarios, while the lactone structure is pivotal for mimicking the cyclization step in the natural biosynthesis of ascorbic acid. In research applications, this chemical is primarily used to explore the enzyme-specific reactions involved in vitamin C biosynthesis, offering insights into alternative pathways and synthetic routes. Its use extends to probing the enzymatic mechanisms of L-gulono-γ-lactone oxidase, an enzyme absent in humans but present in other species that synthesize vitamin C endogenously. Through these studies, researchers can better understand the evolutionary aspects of vitamin biosynthesis and develop synthetic strategies for producing vitamin C and its derivatives. This compound′s role is strictly confined to research settings, focusing on biochemical and enzymatic studies.


5,6-O-Isopropylidene-L-gulono-1,4-lactone (CAS 94697-68-4) References

  1. Synthesis and cytotoxicity of lupane-type triterpenoid glyceryl esters.  |  Thibeault, D., et al. 2012. Bioorg Med Chem Lett. 22: 4735-9. PMID: 22704237
  2. Synthetic Approaches to L-Iduronic Acid and L-Idose: Key Building Blocks for the Preparation of Glycosaminoglycan Oligosaccharides.  |  Mohamed, S. and Ferro, V. 2015. Adv Carbohydr Chem Biochem. 72: 21-61. PMID: 26613814

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5,6-O-Isopropylidene-L-gulono-1,4-lactone, 1 g

sc-221050
1 g
$300.00