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phosphoribosylamine
Sign in to savePhosphoribosylamine (PRA) 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 PRA. thumb|left|Phosphoribosyl pyrophosphate (PRPP) It is the product of the enzyme amidophosphoribosyltransferase which attaches ammonia from glutamine to phosphoribosyl pyrophosphate (PRPP) at its anomeric carbon: + → + + PPi The biosynthesis pathway next combines PRA with glycine in a process driven by ATP giving glycineamide ribonucleotide (GAR). The
Chemical data
- Formula
- C5H12NO7P
- Molecular weight
- 229.13 g/mol
- IUPAC name
- [(2R,3S,4R)-5-amino-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- SMILES
- C([C@@H]1[C@H]([C@H](C(O1)N)O)O)OP(=O)(O)O
- InChIKey
- SKCBPEVYGOQGJN-SOOFDHNKSA-N
- XLogP
- -6.2
- Polar surface area
- 142 Ų
- H-bond donors
- 5
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 229.035138354
Show 3 more facts
- canonical SMILES
- C(C1C(C(C(O1)N)O)O)OP(=O)(O)O
- chemical formula
- C₅H₁₂NO₇P
- isomeric SMILES
- NC1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- See also
- References
Phosphoribosylamine (PRA) 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 PRA. thumb|left|Phosphoribosyl pyrophosphate (PRPP) It is the product of the enzyme amidophosphoribosyltransferase which attaches ammonia from glutamine to phosphoribosyl pyrophosphate (PRPP) at its anomeric carbon: + → + + PPi The biosynthesis pathway next combines PRA with glycine in a process driven by ATP giving glycineamide ribonucleotide (GAR). The enzyme phosphoribosylamine—glycine ligase catalyses the reaction forming an amide bond: + + ATP → + ADP + Pi ==See also== 5-Aminoimidazole ribotide Purine metabolism ==References==
Category:Organophosphates Category:Amino sugars
Excerpted from Wikipedia’s “phosphoribosylamine” article, available under the CC BY-SA 4.0 licence.