Guluronic acid

Guluronic acid is a uronic acid monosaccharide that may be derived from gulose.^[1] l-Guluronic acid is a C-3 epimer of l-galacturonic acid and a C-5 epimer of d-mannuronic acid.^[2] Along with d-mannuronic acid, l-guluronic acid is a component of alginic acid, a polysaccharide found in brown algae.^[3] α-L-Guluronic acid has been found to bind divalent metal ions (such as calcium and strontium) through the carboxylate moiety and through the axial-equatorial-axial arrangement of hydroxyl groups found around the ring.^[4]

Guluronic acid

α-l-gulopyranuronic acid
Names
IUPAC name α-l-gulopyranuronic acid
Other names Gulopyranuronic acid, GulA
Identifiers
CAS Number	open form: 1986-15-8 N
3D model (JSmol)	open form: Interactive image
ChEBI	open form: CHEBI:28378
ChemSpider	open form: 76753 Y
PubChem CID	open form: 6857369
UNII	open form: 58QGW9MR67
CompTox Dashboard (EPA)	open form: DTXSID90331557
InChI open form: InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3-,4+,5-/m1/s1 Key: IAJILQKETJEXLJ-SQOUGZDYSA-N
SMILES open form: C(=O)[C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O
Properties
Chemical formula	C6H10O7
Molar mass	194.139 g·mol−1
Related compounds
Related uronic acids	Alluronic acid, Altruronic acid, Arabinuronic acid, Fructuronic acid, Galacturonic acid, Glucuronic acid, Iduronic acid, Lyxuronic acid, Mannuronic acid, Psicuronic acid, Riburonic acid, Ribuluronic acid, Sorburonic acid, Tagaturonic acid, Taluronic acid, Xyluluronic acid, Xyluronic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references