Ketopantoic acid explained

Ketopantoic acid is the organic compound with the formula HOCH2(CH3)2CC(O)CO2H. At physiological conditions, ketopantoic acid exists as its conjugate base, ketopantoate (HOCH2(CH3)2CC(O)CO2−).

Biosynthetic context

Its biosynthesis proceeds from ketoisovalerate by hydroxymethylation:

(CH3)2CHC(O)CO2− + CH2O → HOCH2(CH3)2CC(O)CO2−

This conversion is catalyzed by ketopantoate hydroxymethyltransferase, which gives ketopantoate.

Ketopantoate is substrate for 2-dehydropantoate 2-reductase,[1] which produces pantoate, a precursor to pantothenic acid, a common prosthetic group.[2]

References

  1. 10.1021/bi011020w. Crystal Structure of Escherichia coli Ketopantoate Reductase at 1.7 Å Resolution and Insight into the Enzyme Mechanism. 2001. Matak-Vinković. Dijana. Vinković. Mladen. Saldanha. S. Adrian. Ashurst. Jennifer L.. von Delft. Frank. Inoue. Tsuyoshi. Miguel. Ricardo Nunez. Smith. Alison G.. Blundell. Tom L.. Abell. Chris. Biochemistry. 40. 48. 14493–14500. 11724562.
  2. Book: 10.1016/S0083-6729(01)61005-7. The Biosynthesis of Coenzyme a in Bacteria. Cofactor Biosynthesis. Vitamins & Hormones. 2001. Begley. Tadhg P.. Kinsland. Cynthia. Strauss. Erick. 61. 157–171. 11153265. 9780127098616.

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