6-Phosphogluconolactone

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6-Phosphogluconolactone
6-phosphogluconolactone.svg
6-Phosphogluconolactone-anion-3D-spacefill.png
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
3D model (JSmol)
ChEBI
ChemSpider
MeSH 6-phosphogluconolactone
PubChem CID
  • 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 Yes check.svgY
    Key: IJOJIVNDFQSGAB-SQOUGZDYSA-N Yes check.svgY
  • 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
  • O=C1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@H]1O
Properties
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).
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6-Phosphogluconolactone is an intermediate in the pentose phosphate pathway (PPP).

In the PPP pathway, it is produced from glucose-6-phosphate by glucose-6-phosphate dehydrogenase. It is then converted to 6-Phosphogluconic acid by 6-phosphogluconolactonase.

See also

References

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