dopamine

Three steps

• prostaglandin A2-S-(S)-glutathioneReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of prostaglandin A2 (cytosol to extracellular)
  3. prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, GSTP1 and 1 moreextracellular space, cytosol

• (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX15extracellular space, cytosol

• (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX15extracellular space, cytosol

• N-(9Z-octadecenoyl)-L-phenylalanineReach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

  Catalysed by DDC, SLC7A8, PM20D1inner side of the membrane, outer side of the membrane

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, PM20D1extracellular space, cytosolOne of 2 routes

• 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 2 routes

• 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 2 routes

• 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP2C9extracellular space, cytosol

• chenodeoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

  Catalysed by SLCO1A2, SLCO1B3, UGT2A2, UGT1A3extracellular space, cytosol

• 16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. unspecific monooxygenase (arachidonate)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosol

• N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

• beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

• N-octanoyl-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• N-decanoyl-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• N-dodecanoyl-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• N-tetradecanoyl-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →
  1. dopamine + 2 L-ascorbate + O2 = (R)-noradrenaline + 2 monodehydro-L-ascorbate radical + H2O
  2. a [peptide]-C-terminal glycine + 2 L-ascorbate + O2 = a [peptide]-C-terminal (2S)-2-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. N-(9Z,12Z,15Z)-octadecatrienoylglycine + 2 L-ascorbate + O2 = N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

  Catalysed by DBH, PAMOne of 2 routes

• L-cystine-bis-glycineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. glutathione gamma-glutamylaminopeptidase
  3. 2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

  Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

• N(2)-[4-(indol-3-yl)butanoyl]-L-glutamineReach from here →
  1. dopamine,ascorbate:oxygen oxidoreductase (beta-hydroxylating)
  2. S-Adenosyl-L-methionine:phenylethanolamine N-methyltransferase
  3. S-Adenosyl-L-methionine:catechol O-methyltransferase

  Catalysed by DBH, PNMT, COMT, LRTOMTcytosol

• 8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes

• kinetensinReach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. Chymase

  Catalysed by DDC, SLC7A8, CMA1inner side of the membrane, outer side of the membrane, extracellular space

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, FAAH and 1 moreextracellular space, cytosol

• (15S)-15-hydroperoxy-prostaglandin E2Reach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of prostaglandin G2 (cytosol to extracellular)
  3. prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, PTGESextracellular space, cytosol

• cholineReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of acetylcholine (cytosol to extracellular)
  3. Acetylcholine aectylhydrolase

  Catalysed by SLCO1A2, SLCO1B3, BCHE, ACHEextracellular space, cytosolOne of 5 routes

• pyruvateReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. L-cysteine hydrogen-sulfide-lyase (deaminating

  Catalysed by SLCO1A2, SLCO1B3, CTHextracellular space, cytosolOne of 2 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. L-phenylalanine,tetrahydrobiopterin:oxygen oxidoreductase(4-hydroxylating)

  Catalysed by DDC, SLC7A8, PAHinner side of the membrane, outer side of the membrane, cytosol

• arachidonoyl-CoAReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:CoA ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, SLC27A2 and 7 moreextracellular space, cytosolOne of 3 routes

• CHEBI:15519Reach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. solute carrier organic anion transporter (cholate)
  3. Cholate:CoA ligase (AMP-forming)

  Catalysed by SLCO1A2, SLCO1B3, SLC27A2, SLC27A5extracellular space, cytosol, endoplasmic reticulum

• L-leucineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and leucine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A9, SLC3A1extracellular space, cytosolOne of 9 routes

• 12(S)-HPETEReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate:oxygen 12-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX12extracellular space, cytosolOne of 4 routes

• 15(S)-HPETEReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. arachidonate:oxygen 15-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX15B and 1 moreextracellular space, cytosolOne of 6 routes

• 5(S)-HPETEReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of arachidonate (cytosol to extracellular)
  3. Arachidonate:oxygen 5-oxidoreductase

  Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX5extracellular space, cytosol

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-phenylalanine + O2 = (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tyrosine

  Catalysed by DDC, SLC7A8, PAHinner side of the membrane, outer side of the membrane

• CHEBI:15699Reach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and homoserine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 6 routes

• formateReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. alcohol dehydrogenase (formaldehyde)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by SLCO1A2, SLCO1B3, ADH1C, ADH1A and 5 moreextracellular space, cytosol

• CHEBI:15765Reach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. 2 L-dopa + O2 = 2 L-dopaquinone + 2 H2O
  3. 2-carboxy-2,3-dihydro-5,6-dihydroxyindole to L-dopa conversion

  Catalysed by DDC, TYRcytosolOne of 2 routes

• CHEBI:15971Reach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and histidine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A6extracellular space, cytosolOne of 4 routes

• (R)-lactateReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. (R)-S-Lactoylglutathione methylglyoxal-lyase (isomerizing)
  3. (R)-S-lactoylglutathione + H2O = (R)-lactate + glutathione + H(+)

  Catalysed by SLCO1A2, SLCO1B3, GLO1, GLOD4 and 1 moreextracellular space, cytosol

• octan-1-olReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. solute carrier organic anion transporter (chenodiol)
  3. octyl beta-D-glucose + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + octan-1-ol

  Catalysed by SLCO1A2, SLCO1B3, GBA2extracellular space, cytosol

• sulfateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. steroid sulfatase (sulfoglycolithocholate)

  Catalysed by SLCO1A2, SLCO1B3, STSextracellular space, cytosolOne of 7 routes

• L-cystineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. Glutathione: 5-HPETE oxidoreductase
  3. cystine to cysteine conversion

  Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 7 moreextracellular space, cytosolOne of 5 routes

• L-citrullineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of citrulline and cysteine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A6extracellular space, cytosolOne of 4 routes

• iodideReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
  3. 3,3',5-triiodo-L-thyronine,iodide:acceptor oxidoreductase (iodinating)

  Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO2extracellular space, cytosolOne of 9 routes

• L-valineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of cysteine and valine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A5extracellular space, cytosolOne of 8 routes

• L-arginineReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. transport of arginine and cysteine (cytosol to extracellular)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A6extracellular space, cytosolOne of 9 routes

• protein polypeptide chainReach from here →
  1. transport of dopamine and GSH (cytosol to extracellular)
  2. cystine to cysteine conversion
  3. PROTEIN_BS

  Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• 2-phenylacetamideReach from here →
  1. L-dopa + H(+) = dopamine + CO2
  2. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)
  3. L-phenylalanine:oxygen 2-oxidoreductase (decarboxylating)

  Catalysed by DDC, SLC7A8, EPXinner side of the membrane, outer side of the membrane, cytosol

• (S)-lactateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. transport of prostaglandin E2 (cytosol to extracellular)
  3. prostaglandin E2(out) + 2 (S)-lactate(in) = prostaglandin E2(in) + 2 (S)-lactate(out)

  Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 14 routes

• taurochenodeoxycholate 3-sulfateReach from here →
  1. transport of dopamine (cytosol to extracellular)
  2. solute carrier organic anion transporter (S-glutathionyl-2-4-dinitrobenzene)
  3. taurochenodeoxycholate + 3'-phosphoadenylyl sulfate = taurochenodeoxycholate 3-sulfate + adenosine 3',5'-bisphosphate + H(+)

  Catalysed by SLCO1A2, SLCO1B3, SLC7A9, SULT2A1extracellular space, cytosol