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5′-Phosphoribosylformylglycinamidine


5′-Phosphoribosylformylglycinamidine (or FGAM) is a biochemical intermediate in the formation of purine nucleotides via inosine-5-monophosphate, and hence is a building block for DNA and RNA. The vitamins thiamine and cobalamin also contain fragments derived from FGAM.

The compound is biosynthesized from phosphoribosyl-N-formylglycineamide (FGAR) which is converted to an amidine by the action of phosphoribosylformylglycinamidine synthase (), transferring an amino group from glutamine in a reaction that also requires ATP: :FGAR + ATP + glutamine + H2O → FGAM + ADP + glutamate + Pi The biosynthesis pathway next converts FGAM to 5-aminoimidazole ribotide (AIR) by the action of AIR synthetase () which uses ATP to activate the terminal carbonyl group to attack by the nitrogen atom at the anomeric center: :FGAM + ATP → AIR + ADP + Pi + H+ :[[File:AIR Synthetase.svg|500px]]

References

References

  1. R. Caspi. (2009-01-13). "Pathway: 5-aminoimidazole ribonucleotide biosynthesis I". MetaCyc Metabolic Pathway Database.
  2. (2021). "Fundamentals of Bacterial Physiology and Metabolism".
  3. R. Caspi. (2011-09-14). "Pathway: superpathway of thiamine diphosphate biosynthesis I". MetaCyc Metabolic Pathway Database.
  4. (2010). "A "Radical Dance" in Thiamin Biosynthesis: Mechanistic Analysis of the Bacterial Hydroxymethylpyrimidine Phosphate Synthase". Angewandte Chemie International Edition.
  5. R. Caspi. (2019-09-23). "Pathway: 5-hydroxybenzimidazole biosynthesis (anaerobic)". MetaCyc Metabolic Pathway Database.
  6. (2015). "Anaerobic 5-Hydroxybenzimidazole Formation from Aminoimidazole Ribotide: An Unanticipated Intersection of Thiamin and Vitamin B12 Biosynthesis". Journal of the American Chemical Society.
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