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Gulose

From Wikipedia, the free encyclopedia
Rare monosaccharide not fermentable by yeast
d-Gulose[1]
Gulose
Gulose
Names
IUPAC names
D-Gulose
d-gulo-Hexose[2]
Systematic IUPAC name
(3R,4R,5R,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
UNII
  • 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 checkY
    Key: GZCGUPFRVQAUEE-FSIIMWSLSA-N checkY
  • 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
  • O=C[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO
Properties
C6H12O6
Molar mass180.156 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Gulose is analdohexose sugar. It is amonosaccharide that is very rare in nature, but has been found inarchaea,bacteria andeukaryotes.[3] It also exists as a syrup with a sweet taste. It is soluble in water and slightly soluble inmethanol. Neither thed- norl-forms are fermentable byyeast.

D-Gulose is a C-3epimer ofD-galactose and a C-5 epimer ofL-mannose.[4]

References

[edit]
  1. ^Merck Index, 11th Edition,4490
  2. ^https://iupac.qmul.ac.uk/2carb/app.html
  3. ^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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^Zhang, Qingju; et al. (2016). "On the Reactivity of Gulose and Guluronic Acid Building Blocks in the Context of Alginate Assembly".European Journal of Organic Chemistry.2016 (14):2393–2397.doi:10.1002/ejoc.201600336.
General
Geometry
Monosaccharides
Dioses
Trioses
Tetroses
Pentoses
Hexoses
Heptoses
Above 7
Multiple
Disaccharides
Trisaccharides
Tetrasaccharides
Other
oligosaccharides
Polysaccharides


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