Allose

Allose ^[1]

Stereo structural formula of (6R)-allopyranose
Ball-and-stick model of Alpha-allose (D, L)
Names
IUPAC name allo-Hexose [2]
Preferred IUPAC name Allose
Systematic IUPAC name (2R,3R,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal
Identifiers
CAS Number	2595-97-3 (D) Y 7635-11-2 (L) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:40822  Y
ChemSpider	92408  Y
PubChem CID	102288
UNII	SV1ATP0KYY  (D) Y
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 N Key: GZCGUPFRVQAUEE-OBOOZECYSA-N N
SMILES OCC(O)[C@@H](O)[C@@H](O)[C@@H](O)C=O
Properties
Chemical formula	C6H12O6
Molar mass	180.156 g·mol−1
Melting point	128 °C (262 °F; 401 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

Allose is an aldohexose sugar. It is a rare monosaccharide that occurs as a 6-O-cinnamyl glycoside in the leaves of the African shrub Protea rubropilosa. Extracts from the fresh-water alga Ochromas malhamensis contain this sugar but of unknown absolute configuration. It is soluble in water and practically insoluble in methanol.

Reduction of allose by catalytic hydrogenation produces an obscure sugar alcohol allitol which is rarely used in the chemical industry. ^{[3] [4]}

Allose is a C-3 epimer of glucose.

Notes

1. The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.). Merck. 1989. ISBN   091191028X.
2. https://iupac.qmul.ac.uk/2carb/app.html
3. Reusch, William (May 5, 2013). "Carbohydrates". chemistry.msu.edu. East Lansing, Michigan: Michigan State University. Retrieved January 21, 2025.
4. National Center for Biotechnology Information (2025). PubChem Compound Summary for CID 120700, Allitol. Retrieved January 21, 2025 from Allitol.

References

• Carbohydrates, edited by P.M. Collins, Chapman and Hall, ISBN   0-412-26960-0