An oxidized derivative of ribose
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D-(+)-Ribonic Acid γ-lactone

Item No. 39293

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
γ-lactone D-ribonic acid
CAS Number
5336-08-3
Synonyms
  • NSC 1031
Molecular Formula
C5H8O5
Formula Weight
148.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly solubleDMSO: SolubleWater: Slightly soluble
SMILES
O=C1O[C@H](CO)[C@@H](O)[C@H]1O
InChi Code
InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1
InChi Key
CUOKHACJLGPRHD-BXXZVTAOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 g

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    Product Description

    D-(+)-Ribonic acid γ-lactone is an oxidized derivative of ribose and a synthetic material.1 It has been used as a starting material in the synthesis of the ionophore antibiotic lasalocid (Item No. 15505), the natural products aristeromycin and (−)-neplanocin A (Item No. 10584), as well as an intermediate in the synthesis of ganglioside GM1 mimetic cholera toxin binder ligands.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ireland, R.E., Anderson, R.C., Badoud, R., et al. The total synthesis of ionophore antibiotics. A convergent synthesis of lasalocid A (X537A). J. Am Chem. Soc. 105 (7), 1988-2006 (1983).

    2. Wolfe, M.S., Anderson, B.L., Borcherding, D.R., et al. Enantiospecific syntheses of aristeromycin and neplanocin A. The Journal of Organic Chemistry 55(15), 4712-4717 (1990).

    3. Arosio, D., Vrasidas, I., Valentini, P., et al. Synthesis and cholera toxin binding properties of multivalent GM1 mimics. Org. Biomol. Chem. 2(14), 2113-2124 (2004).