6-Phosphogluconolactone

6-Phosphogluconolactone is an intermediate in the pentose phosphate pathway (PPP).

6-Phosphogluconolactone

Names
IUPAC name D-Glucono-1,5-lactone 6-(dihydrogen phosphate)
Systematic IUPAC name [(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxooxan-2-yl]methyl dihydrogen phosphate
Other names 6-phospho-D-glucono-1,5-lactone 6-phospho-D-glucono-δ-lactone D-6-phosphoglucono-1,5-lactone D-6-phosphoglucono-δ-lactone D-glucono-1,5-lactone 6-phosphate D-glucono-δ-lactone 6-phosphate
Identifiers
CAS Number	2641-81-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16938 Y
ChemSpider	388559 Y
MeSH	6-phosphogluconolactone
PubChem CID	600
InChI InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 Y Key: IJOJIVNDFQSGAB-SQOUGZDYSA-N Y InChI=1/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 Key: IJOJIVNDFQSGAB-SQOUGZDYBV
SMILES O=C1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@H]1O
Properties
Chemical formula	C6H11O9P
Molar mass	258.12 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

In the PPP pathway, it is produced from glucose-6-phosphate by glucose-6-phosphate dehydrogenase.^[1][2]

Glucose 6-phosphonic acid

+ NADP⁺

 

 

 

H⁺

 

H⁺

 

6-Phosphogluconolactone

+ NADPH

 

It is then converted to 6-Phosphogluconic acid by 6-phosphogluconolactonase.