Ribulose 1,5-bisphosphate

Ribulose 1,5-bisphosphate
Names
	IUPAC name 1,5-Di-O-phosphono-D-ribulose
	Other names Ribulose 1,5-diphosphate
Identifiers
CAS Number	14689-84-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16710 ;
ChemSpider	110238 ;
CompTox Dashboard (EPA)	DTXSID30173837 ;
	InChI InChI=1S/C5H12O11P2/c6-3(1-15-17(9,10)11)5(8)4(7)2-16-18(12,13)14/h3,5-6,8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,5-/m1/s1 Key: YAHZABJORDUQGO-NQXXGFSBSA-N ;
	SMILES O=P(O)(OCC(=O)[C@H](O)[C@H](O)COP(=O)(O)O)O;
Properties
Chemical formula	C5H12O11P2
Molar mass	310.088 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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	Infobox references

Ribulose 1,5-bisphosphate (RuBP) is an organic substance that is involved in photosynthesis. It is a colourless anion, a double phosphate ester of the ketopentose (ketone-containing sugar with five carbon atoms) called ribulose. Salts of RuBP can be isolated, but its crucial biological function happens in solution.[1] To simplify the presentation, the image in the table depicts the acid form of this anion.

Role in photosynthesis

The Calvin cycle showing the role of ribulose-1,5-bisphosphate.

The enzyme ribulose (RuBisCO) catalyzes the reaction between RuBP and carbon dioxide. The product is the highly unstable six-carbon intermediate known as 3-keto-2-carboxyarabinitol 1,5-bisphosphate. This six-carbon intermediate decays virtually instantaneously into two molecules of 3-phosphoglycerate (3-PGA) (see figure). RuBisCO also catalyzes RuBP with oxygen (O
₂) in a process called photorespiration, a process that is more prevalent at high temperatures. During photorespiration RuBP combines with O
₂ to become 3-PGA + phosphoglycolic acid. In the Calvin cycle, RuBP is a product of the phosphorylation of ribulose-5-phosphate by ATP.

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References

The topic is discussed in all biochemistry textbooks, this one is representative: Nelson, D. L.; Cox, M. M. "Lehninger, Principles of Biochemistry" 3rd Ed. Worth Publishing: New York, 2000. ISBN 1-57259-153-6.

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[1] The topic is discussed in all biochemistry textbooks, this one is representative: Nelson, D. L.; Cox, M. M. "Lehninger, Principles of Biochemistry" 3rd Ed. Worth Publishing: New York, 2000. ISBN 1-57259-153-6.