Gulose

D-Gulose^[1]

Names
IUPAC name (3R,4R,5R,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Identifiers
CAS Number	4205-23-6 (D) 6027-89-0 (L)
3D model (Jmol)	Interactive image
ChEBI	CHEBI:37695
ChemSpider	146783
DrugBank	DB01914
ECHA InfoCard	100.021.927
PubChem	167792
InChI InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 Key: GZCGUPFRVQAUEE-FSIIMWSLSA-N InChI=1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 Key: GZCGUPFRVQAUEE-FSIIMWSLBF
SMILES O=C[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO
Properties
Chemical formula	C6H12O6
Molar mass	180.16 g·mol^−1
Melting point	syrup
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Gulose is an aldohexose sugar. It is a monosaccharide that is very rare in nature, but has been found in archaea, bacteria and eukaryotes.^[2] It also exists as a syrup with a sweet taste. It is soluble in water and slightly soluble in methanol. Both the D- and L-forms are not fermentable by yeast.

Gulose is a C-3 epimer of galactose.

References

1. Merck Index, 11th Edition, 4490
2. Swain, M., Brisson, J. R., Sprott, G. D., Cooper, F. P. and Patel, G. B. (1997). "Identification of β-L-gulose as the sugar moiety of the main polar lipid Thermoplasma acidophilum". Biochim. Biophys. Acta. 1345 (1): 56–64. doi:10.1016/s0005-2760(96)00163-4. PMID 9084501.