d-Ribulose
D-Ribulose.svg
Ribulose.svg
Names
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 mass 150.130 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ribulose is a ketopentose — a monosaccharide containing five carbon atoms, and including a ketone functional group. It has chemical formula C5H10O5. Two enantiomers are possible, d-ribulose (d-erythro-pentulose) and l-ribulose (l-erythro-pentulose). d-Ribulose is the diastereomer of d-xylulose.

Ribulose sugars are composed in the pentose phosphate pathway from arabinose.[1] They are important in the formation of many bioactive substances. For example, d-ribulose is an intermediate in the fungal pathway for d-arabitol production. Also, as the 1,5-bisphosphate, d-ribulose combines with carbon dioxide at the start of the photosynthesis process in green plants (carbon dioxide trap).[2]

Ribulose has the same stereochemistry at carbons 3 and 4 as the five-carbon aldoses ribose and arabinose.

References

  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.