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2,3-O-Isopropylidene-D-ribose (CAS 13199-25-2)

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CAS Number:
13199-25-2
Molecular Weight:
190.19
Molecular Formula:
C8H14O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3-O-Isopropylidene-D-ribose is a chemically modified form of ribose where an isopropylidene group bridges the 2 and 3 hydroxyl groups, rendering the molecule more stable and resistant to unwanted reactions during synthetic processes. This derivative is extensively utilized in organic chemistry and biochemistry research, particularly in the synthesis of nucleoside analogues and the study of carbohydrate chemistry. The protection offered by the isopropylidene group allows for selective modifications at other positions of the ribose ring, crucial for the development of novel compounds with potential biological activities. For instance, 2,3-O-Isopropylidene-D-ribose serves as a starting material in the synthesis of antiviral and anticancer nucleosides, where modifications to the ribose sugar backbone are necessary to enhance the efficacy and selectivity of these molecules. In research settings, this compound also helps in understanding the mechanism of ribose interaction in various biological systems, aiding in the exploration of how sugars contribute to biological processes such as DNA and RNA synthesis. Furthermore, its role extends to material science, where it is used in creating biodegradable polymers and other materials that mimic natural structures. Overall, 2,3-O-Isopropylidene-D-ribose is a pivotal chemical in the realm of synthetic and analytical chemistry, contributing to advancements in understanding and manipulating complex biochemical pathways and molecular structures.


2,3-O-Isopropylidene-D-ribose (CAS 13199-25-2) References

  1. C-nucleoside studies. Part II. Pentofuranosylethynes from 2,3-O-isopropylidene-D-ribose.  |  Buchanan, JG., et al. 1975. J Chem Soc Perkin 1. 1191-200. PMID: 1171879
  2. Stereoselective synthesis of 3-hydroxymethyl-D-cyclopentenone, the versatile intermediate for the synthesis of carbocyclic nucleosides.  |  Choi, WJ., et al. 2005. Nucleosides Nucleotides Nucleic Acids. 24: 611-3. PMID: 16247998
  3. Nicotinamide riboside-amino acid conjugates that are stable to purine nucleoside phosphorylase.  |  Hayat, F. and Migaud, ME. 2020. Org Biomol Chem. 18: 2877-2885. PMID: 32236231
  4. Benzyl Alcohol/Salicylaldehyde-Type Polyketide Metabolites of Fungi: Sources, Biosynthesis, Biological Activities, and Synthesis.  |  Štiblariková, M., et al. 2022. Mar Drugs. 21: PMID: 36662192
  5. Transglucosylation with 6'-chloro-6'-deoxysucrose and immobilized isomaltulose-producing microorganisms using 2,2-dimethyl-1,3-dioxolane-4-methanol and its related compounds as acceptors. Steric and chemical requirement of the glucosyl acceptor.  |  Kakinuma, H., et al. 1994. Carbohydr Res. 264: 237-51. PMID: 7805063

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3-O-Isopropylidene-D-ribose, 1 g

sc-220778
1 g
$360.00