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phosphoribosylamine

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EntityQ3079150· pop 13· linked from 42 articles

phosphoribosylamine

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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

In the Vinony graph

Within Vinony's link graph, phosphoribosylamine is referenced by 42 other articles, and connects out to nucleotide, deoxyribonucleic acid and International Standard Book Number.

Vinony files it under Amino sugars and Organophosphates.

Its subject is documented across 13 Wikipedia language editions.

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

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
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Encyclopedic overview

2 sections
Contents
  • 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.

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