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Ribulose

From Wikipedia, the free encyclopedia
Monosaccharide with five carbon atoms and a ketone functional group
d-Ribulose
Names
IUPAC name
d-erythro-Pent-2-ulose
Systematic IUPAC name
(3R,4R)-1,3,4,5-Tetrahydroxypentan-2-one
Other names
d-erythro-2-Pentulose
Adonose
Arabinulose
Araboketose
Ribosone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1 ☒N
    Key: ZAQJHHRNXZUBTE-NQXXGFSBSA-N ☒N
  • InChI=1/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1
    Key: ZAQJHHRNXZUBTE-NQXXGFSBBP
  • (d): C([C@H]([C@H](C(=O)CO)O)O)O
  • (l): OCC([C@@H](O)[C@@H](O)CO)=O
Properties
C5H10O5
Molar mass150.130 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Ribulose is aketopentose — amonosaccharide containing fivecarbonatoms, and including aketonefunctional group. It haschemical formulaC5H10O5. Twoenantiomers are possible,d-ribulose (d-erythro-pentulose) andl-ribulose (l-erythro-pentulose).d-Ribulose is thediastereomer ofd-xylulose.

Ribulose sugars are composed in thepentose phosphate pathway fromarabinose.[1] They are important in the formation of many bioactive substances. For example,d-ribulose is an intermediate in the fungal pathway ford-arabitol production. Also, as the1,5-bisphosphate,d-ribulose combines withcarbon dioxide at the start of thephotosynthesis process in green plants (carbon dioxide trap).[2]

Ribulose has the same stereochemistry at carbons 3 and 4 as the five-carbonaldosesribose andarabinose.

References

[edit]
  1. ^Guo, Zongren; Long, Liangkun; Ding, Shaojun (2020). "Characterization of an L-Arabinose Isomerase from Bacillus velezensis and Its Application for L-Ribulose and L-Ribose Biosynthesis".Applied Biochemistry and Biotechnology.192 (3):935–951.doi:10.1007/s12010-020-03380-0.PMID 32617845.S2CID 220296031.
  2. ^Spreitzer, Robert J.; Salvucci, Michael E. (2002). "RUBISCO: Structure, Regulatory Interactions, and Possibilities for a Better Enzyme".Annual Review of Plant Biology.53:449–475.doi:10.1146/annurev.arplant.53.100301.135233.PMID 12221984.
General
Geometry
Monosaccharides
Dioses
Trioses
Tetroses
Pentoses
Hexoses
Heptoses
Above 7
Multiple
Disaccharides
Trisaccharides
Tetrasaccharides
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oligosaccharides
Polysaccharides
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