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Escherichia coli K-12 substr. MG1655 Compound: ADP

Synonyms: adenosine pyrophosphate, adenosine 5'-pyrophosphate, adenosine-5'-diphosphate, adenosine-diphosphate, adenosine-5-diphosphate

Superclasses: a nucleic acid component
a nucleic acid component a nucleotide a nucleoside diphosphate a ribonucleoside diphosphate a purine ribonucleoside 5'-diphosphate
a nucleic acid component a nucleotide a purine nucleotide a purine ribonucleotide a purine ribonucleoside 5'-diphosphate
a nucleic acid component a nucleotide a ribonucleotide a purine ribonucleotide a purine ribonucleoside 5'-diphosphate
a nucleic acid component a nucleotide a ribonucleotide a ribonucleoside diphosphate a purine ribonucleoside 5'-diphosphate
an organic heterocyclic compound an organic heterobicyclic compound a purine a purine nucleotide a purine ribonucleotide a purine ribonucleoside 5'-diphosphate
an organic heterocyclic compound an organonitrogen heterocyclic compound a purine a purine nucleotide a purine ribonucleotide a purine ribonucleoside 5'-diphosphate

Component of: MgADP

Chemical Formula: C10H12N5O10P2

Molecular Weight: 424.18 Daltons

Monoisotopic Molecular Weight: 427.0294147485 Daltons

ADP compound structure

SMILES: C(C3(C(C(C(N2(C1(=C(C(=NC=N1)N)N=C2)))O3)O)O))OP(OP(=O)([O-])[O-])([O-])=O

InChI: InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/p-3/t4-,6-,7-,10-/m1/s1

InChIKey: InChIKey=XTWYTFMLZFPYCI-KQYNXXCUSA-K

Unification Links: CAS:58-64-0 , ChEBI:456216 , ChemSpider:5414423 , HMDB:HMDB01341 , IAF1260:33496 , KEGG:C00008 , MetaboLights:MTBLC456216 , PubChem:7058055

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -465.37

Reactions known to consume the compound:

adenosine deoxyribonucleotides de novo biosynthesis II :
dADP + an oxidized NrdH glutaredoxin-like protein + H2O ← ADP + a reduced NrdH glutaredoxin-like protein

allantoin degradation IV (anaerobic) :
ammonium + CO2 + ATP ← carbamoyl-phosphate + ADP + 2 H+

glycolysis I (from glucose 6-phosphate) , glycolysis II (from fructose 6-phosphate) , mixed acid fermentation :
pyruvate + ATP ← ADP + phosphoenolpyruvate + H+

Not in pathways:
a nucleoside diphosphate + ATP → a nucleoside triphosphate + ADP
(S)-NADPHX + ADP → AMP + NADPH + phosphate + H+
ADP + (S)-NADHX → AMP + NADH + phosphate + H+
ATP + ADP + H+ → 5',5'''-diadenosine triphosphate + diphosphate

Not in pathways:
an oxidized thioredoxin + a 2'-deoxyribonucleoside 5'-diphosphate + H2O ← a reduced thioredoxin + a ribonucleoside diphosphate

Not in pathways:
a nucleoside diphosphate + H2O → a nucleoside 5'-monophosphate + phosphate + H+

Reactions known to produce the compound:

2-O-α-mannosyl-D-glycerate degradation , D-galactarate degradation I , D-glucarate degradation I :
ATP + D-glycerate → 2-phospho-D-glycerate + ADP + H+

4-amino-2-methyl-5-diphosphomethylpyrimidine biosynthesis :
4-amino-2-methyl-5-phosphomethylpyrimidine + ATP → 4-amino-2-methyl-5-diphosphomethylpyrimidine + ADP

5-aminoimidazole ribonucleotide biosynthesis I :
ATP + N2-formyl-N1-(5-phospho-β-D-ribosyl)glycinamide + L-glutamine + H2O → ADP + 2-(formamido)-N1-(5-phospho-β-D-ribosyl)acetamidine + L-glutamate + phosphate + H+
ATP + 2-(formamido)-N1-(5-phospho-β-D-ribosyl)acetamidine → ADP + 5-amino-1-(5-phospho-β-D-ribosyl)imidazole + phosphate + H+
ATP + 5-phospho-β-D-ribosylamine + glycine → ADP + N1-(5-phospho-β-D-ribosyl)glycinamide + phosphate + H+

5-aminoimidazole ribonucleotide biosynthesis II :
ATP + N2-formyl-N1-(5-phospho-β-D-ribosyl)glycinamide + L-glutamine + H2O → ADP + 2-(formamido)-N1-(5-phospho-β-D-ribosyl)acetamidine + L-glutamate + phosphate + H+
ATP + 2-(formamido)-N1-(5-phospho-β-D-ribosyl)acetamidine → ADP + 5-amino-1-(5-phospho-β-D-ribosyl)imidazole + phosphate + H+
ATP + 5-phospho-β-D-ribosylamine + glycine → ADP + N1-(5-phospho-β-D-ribosyl)glycinamide + phosphate + H+
N1-(5-phospho-β-D-ribosyl)glycinamide + formate + ATP → N2-formyl-N1-(5-phospho-β-D-ribosyl)glycinamide + ADP + phosphate + H+

adenine and adenosine salvage V :
inosine + ATP → IMP + ADP + H+

adenosine deoxyribonucleotides de novo biosynthesis II :
dADP + ATP → dATP + ADP

adenosine ribonucleotides de novo biosynthesis :
AMP + ATP → 2 ADP

adenosylcobalamin salvage from cobinamide I :
adenosylcobinamide + ATP → adenosyl-cobinamide phosphate + ADP + H+

ADP-L-glycero-β-D-manno-heptose biosynthesis :
D-glycero-D-manno-heptose 7-phosphate + ATP → D-glycero-β-D-manno-heptose 1,7-bisphosphate + ADP + H+

Aerotactic Two-Component Signal Transduction System , Chemotactic Two-Component Signal Transduction :
CheA + ATP → CheA-P + ADP

anhydromuropeptides recycling :
UDP-N-acetyl-α-D-muramate + L-alanyl-γ-D-glutamyl-meso-diaminopimelate + ATP → UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-meso-2,6-diaminopimelate + ADP + phosphate + H+
1,6-anhydro-N-acetyl-β-muramate + ATP + H2O → N-acetyl-β-muramate 6-phosphate + ADP + H+

ArcAB Two-Component Signal Transduction System, quinone dependent :
ArcB + ATP → ArcB-Phis292 + ADP

AtoSC Two-Component Signal Transduction System :
AtoS monomer + ATP → AtoS-P + ADP

autoinducer AI-2 degradation :
autoinducer 2 + ATP → (4S)-4-hydroxy-5-phosphonooxypentane-2,3-dione + ADP + H+

BaeSR Two-Component Signal Transduction System :
BaeS + ATP → BaeS sensory histidine kinase - phosphorylated + ADP

BarA UvrY Two-Component Signal Transduction System :
BarA + ATP → BarA-Phis302 + ADP

BasSR Two-Component Signal Transduction System :
ATP + BasS → ADP + BasS sensory histidine kinase - phosphorylated

biotin biosynthesis from 8-amino-7-oxononanoate I :
CO2 + 7,8-diaminopelargonate + ATP → dethiobiotin + ADP + phosphate + 3 H+

biotin-carboxyl carrier protein assembly :
a biotinylated [BCCP dimer] + hydrogen carbonate + ATP → a carboxylated-biotinylated [BCCP dimer] + ADP + phosphate + H+

Reactions known to both consume and produce the compound:

acetate formation from acetyl-CoA I , mixed acid fermentation :
acetate + ATP ↔ acetyl phosphate + ADP

adenosine deoxyribonucleotides de novo biosynthesis II :
dADP + an oxidized thioredoxin + H2O ↔ ADP + a reduced thioredoxin

adenosine ribonucleotides de novo biosynthesis :
ATP + 3 H+[in] + H2O ↔ ADP + phosphate + 4 H+[out]

gluconeogenesis I , glycolysis I (from glucose 6-phosphate) , glycolysis II (from fructose 6-phosphate) :
3-phospho-D-glycerate + ATP ↔ 1,3-bisphospho-D-glycerate + ADP

glycogen biosynthesis I (from ADP-D-Glucose) :
(1,4-α-D-glucosyl)(n) + ADP-α-D-glucose ↔ ADP + (1,4-α-D-glucosyl)(n+1)

L-threonine degradation I :
ATP + propanoate ↔ ADP + propanoyl phosphate

sulfate activation for sulfonation :
adenosine 5'-phosphosulfate + ATP ↔ 3'-phosphoadenylyl-sulfate + ADP + H+

TCA cycle I (prokaryotic) :
succinate + ATP + coenzyme A ↔ succinyl-CoA + ADP + phosphate

Not in pathways:
an isocitrate dehydrogenase + ATP ↔ ADP + a phosphorylated isocitrate dehydrogenase
ATP + (polyphosphate)(n)ADP + (polyphosphate)(n+1)
thiamin diphosphate + ADP + H+ ↔ adenosine thiamine triphosphate + phosphate

Not in pathways:
a single-stranded RNA + phosphate ↔ a single-stranded RNA + a nucleoside diphosphate

In Reactions of unknown directionality:

Not in pathways:
ATP + a 1,2-diacyl-sn-glycerol = a 1,2-diacyl-sn-glycerol 3-phosphate + ADP + H+
N-acetyl-β-D-glucosamine + ATP = N-acetyl-D-glucosamine 6-phosphate + ADP + H+
a supercoiled duplex DNA + ATP = a single stranded DNA + ADP + phosphate
a double stranded DNA + ATP = a negatively supercoiled DNA + ADP + phosphate
α-Kdo-(2->4)-α-Kdo-(2->6)-lipid IVA + ADP-L-glycero-β-D-manno-heptose = heptosyl-Kdo2-lipid IVA + ADP + H+

Not in pathways:
RNA(n+1) + phosphate = RNA(n) + a nucleoside diphosphate

In Transport reactions:
ATP + L-proline[periplasmic space] + H2O → ADP + L-proline[cytosol] + phosphate + H+ ,
ATP + Peptide[periplasmic space] + H2O → ADP + Peptide[cytosol] + phosphate ,
ATP + L-isoleucine[periplasmic space] + H2O → ADP + L-isoleucine[cytosol] + phosphate + H+ ,
ATP + a dipeptide[periplasmic space] + H2O → ADP + a dipeptide[cytosol] + phosphate + H+ ,
ATP + L-leucine[periplasmic space] + H2O → ADP + L-leucine[cytosol] + phosphate + H+ ,
ATP + L-valine[periplasmic space] + H2O → ADP + L-valine[cytosol] + phosphate + H+ ,
Zn2+[periplasmic space] + ATP + H2O → Zn2+[cytosol] + ADP + phosphate + H+ ,
D-allose[periplasmic space] + ATP + H2O → D-allose[cytosol] + ADP + phosphate + H+ ,
ATP + thiamin[periplasmic space] + H2O → ADP + thiamin[cytosol] + phosphate + H+ ,
ATP + D-methionine[periplasmic space] + H2O → ADP + D-methionine[cytosol] + phosphate + H+ ,
ATP + L-methionine[periplasmic space] + H2O → ADP + L-methionine[cytosol] + phosphate + H+ ,
glutathione[periplasmic space] + ATP + H2O → glutathione[cytosol] + ADP + phosphate + H+ ,
a macrolide antibiotic[cytosol] + ATP + H2O → a macrolide antibiotic[extracellular space] + ADP + phosphate ,
Cu+[cytosol] + ATP + H2O → Cu+[periplasmic space] + ADP + phosphate + H+ ,
L-cysteine[cytosol] + ATP + H2O → L-cysteine[periplasmic space] + ADP + phosphate + H+ ,
glutathione[cytosol] + ATP + H2O → glutathione[periplasmic space] + ADP + phosphate + H+ ,
selenite[periplasmic space] + ATP + H2O → selenite[cytosol] + ADP + phosphate + H+ ,
selenate[periplasmic space] + ATP + H2O → selenate[cytosol] + ADP + phosphate + H+ ,
(2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran[periplasmic space] + ATP + H2O → (2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran[cytosol] + ADP + phosphate + H+ ,
ATP + an aliphatic sulfonate[periplasmic space] + H2O → an aliphatic sulfonate[cytosol] + ADP + phosphate + H+ ,
ATP + L-aspartate[periplasmic space] + H2O → L-aspartate[cytosol] + ADP + phosphate + H+ ,
sulfate[periplasmic space] + ATP + H2O → sulfate[cytosol] + ADP + phosphate + H+ ,
K+[periplasmic space] + ATP + H2O → K+[cytosol] + ADP + phosphate + H+ ,
Mg2+[periplasmic space] + ATP + H2O → Mg2+[cytosol] + ADP + phosphate + H+ ,
a lipopolysaccharide[cytosol] + ATP + H2O → a lipopolysaccharide[periplasmic space] + ADP + phosphate + H+ ,
taurine[periplasmic space] + ATP + H2O → taurine[cytosol] + ADP + phosphate + H+ ,
ATP + ferric dicitrate[periplasmic space] + H2O → ADP + ferric dicitrate[cytosol] + phosphate + H+ ,
ATP + thiosulfate[periplasmic space] + H2O → ADP + thiosulfate[cytosol] + phosphate + H+ ,
ATP + cob(I)alamin[periplasmic space] + H2O → ADP + cob(I)alamin[cytosol] + phosphate + H+ ,
ATP + L-arginine[periplasmic space] + H2O → ADP + L-arginine[cytosol] + phosphate + H+ ,
ATP + L-ornithine[periplasmic space] + H2O → ADP + L-ornithine[cytosol] + phosphate + H+ ,
ATP + sn-glycerol 3-phosphate[periplasmic space] + H2O → ADP + sn-glycerol 3-phosphate[cytosol] + phosphate + H+ ,
L-lysine[periplasmic space] + ATP + H2O → L-lysine[cytosol] + ADP + phosphate + H+ ,
ATP + phosphate[periplasmic space] + H2O → ADP + 2 phosphate[cytosol] + H+ ,
ATP + putrescine[periplasmic space] + H2O → ADP + putrescine[cytosol] + phosphate + H+ ,
ATP + spermidine[periplasmic space] + H2O → ADP + spermidine[cytosol] + phosphate + H+ ,
Ni2+[periplasmic space] + ATP + H2O → Ni2+[cytosol] + ADP + phosphate + H+ ,
ATP + molybdate[periplasmic space] + H2O → ADP + molybdate[cytosol] + phosphate + H+ ,
ATP + β-D-galactose[periplasmic space] + H2O → ADP + β-D-galactose[cytosol] + phosphate + H+ ,
maltose[periplasmic space] + ATP + H2O → maltose[cytosol] + ADP + phosphate + H+ ,
ATP + L-histidine[periplasmic space] + H2O → ADP + L-histidine[cytosol] + phosphate + H+ ,
ATP + L-glutamate[periplasmic space] + H2O → ADP + L-glutamate[cytosol] + phosphate + H+ ,
ATP + L-glutamine[periplasmic space] + H2O → ADP + L-glutamine[cytosol] + phosphate + H+ ,
ATP + a ferric hydroxamate complex[periplasmic space] + H2O → ADP + a ferric hydroxamate complex[cytosol] + phosphate ,
ATP + ferric enterobactin complex[periplasmic space] + H2O → ADP + ferric enterobactin complex[cytosol] + phosphate + H+ ,
a quaternary amine[periplasmic space] + ATP + H2O → a quaternary amine[cytosol] + ADP + phosphate + H+ ,
α-D-galactofuranose[periplasmic space] + ATP + H2O → α-D-galactofuranose[cytosol] + ADP + phosphate + H+ ,
ATP + an alkylphosphonate[periplasmic space] + H2O → ADP + an alkylphosphonate[cytosol] + phosphate + H+ ,
β-D-galactofuranose[periplasmic space] + ATP + H2O → β-D-galactofuranose[cytosol] + ADP + phosphate + H+ ,
Zn2+[cytosol] + ATP + H2O → Zn2+[periplasmic space] + ADP + phosphate + H+ ,
ATP + β-D-ribopyranose[periplasmic space] + H2O → ADP + β-D-ribopyranose[cytosol] + phosphate + H+ ,
maltotriose[periplasmic space] + ATP + H2O → ADP + maltotriose[cytosol] + phosphate + H+ ,
maltotetraose[periplasmic space] + ATP + H2O → ADP + maltotetraose[cytosol] + phosphate + H+ ,
methyl-β-D-galactoside[periplasmic space] + ATP + H2O → methyl-β-D-galactoside[cytosol] + ADP + phosphate + H+ ,
ATP + D-xylose[periplasmic space] + H2O → ADP + D-xylose[cytosol] + phosphate + H+ ,
ATP + L-arabinose[periplasmic space] + H2O → ADP + L-arabinose[cytosol] + phosphate + H+ ,
ATP + L-alanyl-γ-D-glutamyl-meso-diaminopimelate[periplasmic space] + H2O → L-alanyl-γ-D-glutamyl-meso-diaminopimelate[cytosol] + ADP + phosphate + H+ ,
a glycerophosphodiester[periplasmic space] + ATP + H2O → a glycerophosphodiester[cytosol] + ADP + phosphate + H+ ,
L-methionine S-oxide[periplasmic space] + ATP + H2O → L-methionine S-oxide[cytosol] + ADP + phosphate + H+ ,
N-acetyl-DL-methionine[periplasmic space] + ATP + H2O → N-acetyl-DL-methionine[cytosol] + ADP + phosphate + H+ ,
lipid A-core[cytosol] + ATP + H2O → lipid A-core[periplasmic space] + ADP + phosphate + H+ ,
L-cystine[periplasmic space] + ATP + H2O → L-cystine[cytosol] + ADP + phosphate + H+ ,
L-cysteine[periplasmic space] + ATP + H2O → L-cysteine[cytosol] + ADP + phosphate + H+ ,
ferroheme b[cytosol] + ATP + H2O → ferroheme b[periplasmic space] + ADP + phosphate + H+ ,
an aminoalkylphosphonate[periplasmic space] + ATP + H2O → an aminoalkylphosphonate[cytosol] + ADP + phosphate + H+ ,
Ag+[in] + ATP + H2O ↔ Ag+[out] + ADP + phosphate + H+

Enzymes activated by ADP, sorted by the type of activation, are:

Activator (Allosteric) of: 6-phosphofructokinase [Blangy68]

Activator (Mechanism unknown) of: succinyl-CoA synthetase [Birney96] , isocitrate dehydrogenase phosphatase [Nimmo84a]

Enzymes inhibited by ADP, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: malate:quinone oxidoreductase [Narindrasorasak79] , GTP cyclohydrolase [Yim76] , nucleoside diphosphate kinase [Roisin78, Comment 1] , dethiobiotin synthetase [Krell70, Comment 2] , γ-glutamyl kinase [Smith84] , tRNA(i6A37) synthase [Leung97] , polyphosphate kinase [Comment 3] , 1-phosphofructokinase [Buschmeier85] , glycerol kinase [Helmward89, Comment 4] , phosphoribosylformylglycinamide cyclo-ligase [Schrimsher86, Comment 5] , glycogen synthase [Furukawa93, Comment 6]

Inhibitor (Noncompetitive) of: glycerol kinase [Thorner73] , phosphate acetyltransferase [Suzuki69, Comment 7] , adenylate cyclase [Yang83]

Inhibitor (Mechanism unknown) of: deoxyribonucleoside 5'-monophosphate phosphatase [Proudfoot04] , amidophosphoribosyl transferase [Messenger79] , phosphoenolpyruvate synthetase [Chulavatnatol73] , mannose isomerase [Itoh08] , thiamine phosphate synthase [Kayama73, Kawasaki79] , glutaminase B [Prusiner76a] , NAD+ synthetase, NH3-dependent [Spencer67, Comment 8] , isocitrate dehydrogenase kinase [Nimmo84] , N-acetyl-D-glucosamine kinase [Uehara04] , anhydro-N-acetylmuramic acid kinase [Uehara05] , phosphoribosylformylglycinamide cyclo-ligase [Schrimsher86, Comment 9] , thiamin monophosphate kinase [Nishino72, Comment 10] , ADP-L-glycero-D-mannoheptose-6-epimerase [Ding94] , fructose 1,6-bisphosphatase [Donahue00]

Inhibitor (Other types) of: guanosine kinase [Kawasaki00, Comment 11]


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
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