Chemistry:1-Arseno-3-phosphoglycerate

From HandWiki
Chemical structure of 1-arseno-3-phosphoglycerate

1-Arseno-3-phosphoglycerate is a compound produced by the enzyme glyceraldehyde 3-phosphate dehydrogenase, present in high concentrations in many organisms, from glyceraldehyde 3-phosphate and arsenate in the glycolysis pathway.[1] The compound is unstable and hydrolyzes spontaneously to 3-phosphoglycerate, bypassing the energy producing step of glycolysis.

Effects on glycolysis

1-Arseno-3-phosphoglycerate can be derived from the glycolytic pathway via the bonding of Arsenate and glyceraldehyde-3-phosphate, which is catalyzed by glyceraldehyde phosphate dehydrogenase (GAPDH).[2] The net production of ATP is zero as a result of the formation of the intermediate, 1-arseno-3-phosphoglycerate, as opposed to the conventional pathway, which produces a net result of two ATP molecules.[3]

[math]\ce{ Glyceraldehyde-3-phosphate + AsO4^3- + NAD+ ->[GAPDH] NADH +H+ + 1-Arseno-3-phosphoglycerate }[/math]

References

  1. "Interaction of phosphate analogues with glyceraldehyde-3-phosphate dehydrogenase". Biochemistry 18 (12): 2471–80. June 1979. doi:10.1021/bi00579a006. PMID 375973. 
  2. "Synergistic interaction of glyceraldehydes-3-phosphate dehydrogenase and ArsJ, a novel organoarsenical efflux permease, confers arsenate resistance". Molecular Microbiology 100 (6): 945–53. June 2016. doi:10.1111/mmi.13371. PMID 26991003. 
  3. Glyceraldehyde-3-phosphate dehydrogenase from yeast. Methods in Enzymology. 89 Pt D. 1982-01-01. pp. 326–35. doi:10.1016/S0076-6879(82)89059-9.