Reaction #742276

ord-8a93aaca8cfb4bda82219c51c57b8cd5

Reaction equation

Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
ATP
O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O
PRPP
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
adenosine-5′-triphosphate
O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O
PRPP
N[C@@H](Cc1c[nH]cn1)C(=O)O
histidine
N[C@@H](Cc1c[nH]cn1)C(=O)O
histidine
→
N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
tryptophan

Reactants

Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
ATP
O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O
PRPP
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
adenosine-5′-triphosphate
O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O
PRPP
N[C@@H](Cc1c[nH]cn1)C(=O)O
histidine
N[C@@H](Cc1c[nH]cn1)C(=O)O
histidine
—
5-Phosphoribosyl-α-1-pyrophosphate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

5-Phosphoribosyl-α-1-pyrophosphate (hereinafter, “PRPP”) and adenosine-5′-triphosphate (hereinafter, “ATP”) are the initial substrates in histidine biosynthesis. PRPP can sometimes induce the histidine biosynthesis to follow divergent pathways, resulting in the biosynthesis of pyrimidine nucleotides, purine nucleotides, pyridine nucleotides, and tryptophan (Escherichia coli and Salmonella, Second Edition, Editor in Chief: F. C. Neidhardt, ASM Press, Washington D.C., 1996).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08071339B2uspto-grants-2011_12