Glucuronic Acid → Iduronic Acid

HRID 650854

Reaction equation

[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([C:11]([OH:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4].O=C[C@@H]([C@H]([C@H]([C@@H](C(O)=O)O)O)O)O>>[O:1]=[CH:2][C@H:3]([C@@H:5]([C@H:7]([C@@H:9]([C:11]([OH:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

Reactant 2

HCID 65041Glucuronic Acid

HCID 84740Galacturonic Acid

Product 1

HCID 18845Iduronic Acid

Procedure

As the standards for PA hexuronic acids, use is made of those prepared by pyridyl-(2)-amination of glucuronic acid manufactured by Sigma Chemical Co., galacturonic acid manufactured by Wako Pure Chemical Industries, Ltd., iduronic acid obtained by hydrolyzing 4-methylumbelliferyl-α-L-iduronide manufactured by Sigma Chemical Co., and mannuronic acid and guluronic acid obtained by hydrolyzing alginic acid (mfd. by Wako Pure Chemical Industries, Ltd.) in accordance with the method described in Acta Chemica Scandinavicaj, 15, 1397-1398 (1961) followed by the separation with an anion exchange resin.

Sources & evidence

ORD record: ord-ae31e828f4fc472295cdfd71f3e48266
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06277616B1

Linked notes

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