Ribulose

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.

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
CAS Number	488-84-6 (d) Y 2042-27-5 (l) Y 5556-48-9 (dl) Y
3D model (JSmol)	(d): Interactive image (l): Interactive image
ChEBI	CHEBI:28721 N CHEBI:17173 (D) CHEBI:16880 (L)
ChemSpider	133316 N
KEGG	C05052 C00309 (D) C00508 (L)
PubChem CID	619 151261 (D) 644111 (L)
UNII	Z7U4KG0138 (d) Y 202306UV02 (l) Y DJM6K5T6YA (dl) Y
InChI 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
SMILES (d): C([C@H]([C@H](C(=O)CO)O)O)O (l): OCC([C@@H](O)[C@@H](O)CO)=O
Properties
Chemical formula	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). N verify (what is YN ?) Infobox references

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.