A monosaccharide component of glycosaminoglycans
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L-Iduronic Acid (sodium salt)

Item No. 21066

Technical Information
Formal Name
L-iduronic acid, monosodium salt
CAS Number
61199-83-5
Synonyms
  • L-IdoA
  • L-Idopyranosiduronic Acid
  • L-Iduronate
Molecular Formula
C6H9O7 • Na
Formula Weight
Purity
≥95%
A solid
Methanol: slightly, heatedWater: slightly
SMILES
O=C[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.[Na+]
InChi Code
InChI=1S/C6H10O7.Na/c7-1-2(8)3(9)4(10)5(11)6(12)13;/h1-5,8-11H,(H,12,13);/q;+1/p-1/t2-,3+,4-,5+;/m0./s1
InChi Key
WNFHGZLVUQBPMA-XVWKMKMJSA-M
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Iduronic acid is an epimer of glucuronic acid and a monosaccharide component of glycosaminoglycans (GAGs), including heparin and chondroitin sulfate B, found on the outer cell membrane.1 L-Iduronic acid is conformationally flexible, which allows it to bind metal ions and may be important for the antithrombotic activity of heparin.2,3 Iduronic acid-containing GAGs are selectively bound by basic fibroblast growth factor (bFGF), which prevents infection of Hep-2 cells with respiratory syncytial virus (RSV) in vitro.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hallak, L.K., Collins, P.L., Knudson, W., et alIduronic acid-containing glycosaminoglycans on target cells are required for efficient respiratory syncytial virus infection. Virology 271(2), 264-275 (2000).

    2. Das, S.K., Mallet, J.-M., Esnault, J., et alSynthesis of conformationally locked carbohydrates: A skew-boat conformation of L-iduronic acid governs the antithrombotic activity of heparin. Angew. Chem. Int. Ed. Engl. 40(9), 1670-1673 (2001).

    3. Whitfield, D.M., Stojkovski, S., and Sarkar, B. Metal coordination to carbohydrates. Structures and function. Coord. Chem. Rev. 122(1-2), 171-225 (1993).