N(5)-[(Z)-amino(hydroxyimino)methyl]ornithine

Three steps

• 3-acetamidopropanalReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. Transport by Y+Lat-2 into Extracellular Space
  3. N1-acetylspermidine:oxygen oxidoreductase (3-acetamidopropanal-forming)

  Catalysed by NOS3, NOS1, NOS2, SLC3A2 and 3 morecytosol, extracellular spaceOne of 2 routes

• formic acidReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. transport of arginine and chloride (cytosol to extracellular)
  3. transport of chloride and formate (cytosol to extracellular)

  Catalysed by NOS3, NOS1, NOS2, SLC6A14 and 1 morecytosol, extracellular spaceOne of 2 routes

• malonic acidReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. transport of arginine and chloride (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by NOS3, NOS1, NOS2, SLC6A14cytosol, extracellular spaceOne of 2 routes

• D-lysineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Amino Acid-Polyamine-Organocation (Apc) Tcdb:2.A.3.8.15
  3. D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-arginineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Amino Acid-Polyamine-Organocation (Apc) Tcdb:2.A.3.8.15
  3. D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• N-carbamoyl-L-aspartateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Carbamoyl-phosphate:L-ornithine carbamoyltransferase
  3. carbamoyl phosphate + L-aspartate = N-carbamoyl-L-aspartate + phosphate + H(+)

  Catalysed by NOS3, NOS1, NOS2, OTC and 1 morecytosol, mitochondrial matrix

• 4-methylthio-2-oxobutanoic acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and methionine (cytosol to extracellular)
  3. L-Methionine:oxygen oxidoreductase (deaminating)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space

• di-mu-sulfido-diiron(2+)Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and cysteine (cytosol to extracellular)
  3. De novo synthesis of 2Fe2S

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 7 morecytosol, extracellular space, mitochondrial matrix

• (S)-3-methyl-2-oxopentanoateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and isoleucine (cytosol to extracellular)
  3. L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 2 morecytosol, extracellular space

• D-cysteineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 10 routes

• 5-aminolevulinateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 4 morecytosol, extracellular space

• 3-methyl-2-oxovaleric acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and isoleucine (cytosol to extracellular)
  3. L-Leucine:2-oxoglutarate aminotransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 2 routes

• 3-(4-hydroxyphenyl)pyruvateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and tyrosine (cytosol to extracellular)
  3. L-tyrosine:2-oxoglutarate aminotransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 3 morecytosol, extracellular spaceOne of 3 routes

• glycochenodeoxycholateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular space

• glycochenodeoxycholic acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. bile acid-CoA: amino acid N-acyltransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular space, peroxisomeOne of 3 routes

• glyoxylateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. glycine + 2-oxoglutarate = glyoxylate + L-glutamate

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular spaceOne of 11 routes

• glycolithocholic acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. bile acid-CoA:amino acid N-acyltransferase (glycine)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular spaceOne of 2 routes

• L-2-amino-3-oxobutanoic acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. Acetyl-CoA:glycine C-acetyltransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular space, mitochondrial matrix

• D-glucopyranose 6-phosphateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Carbamoyl-phosphate:L-ornithine carbamoyltransferase
  3. glucose-6-phosphatase (carbamoyl-phosphate)

  Catalysed by NOS3, NOS1, NOS2, OTC and 1 morecytosol, mitochondrial matrix, endoplasmic reticulum

• gamma-Glu-AlaReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 6 morecytosol, extracellular space

• S(8)-aminomethyldihydrolipoamideReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. dihydrolipoyl dehydrogenase ([protein]-N6-(lipoyl)lysine)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 4 morecytosol, extracellular space, mitochondrial matrix

• taurineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. transport of arginine and chloride (cytosol to extracellular)
  3. Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3

  Catalysed by NOS3, NOS1, NOS2, SLC6A14 and 1 morecytosol, extracellular spaceOne of 3 routes

• D-alanineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. D-alanine(out) + L-alanine(in) = D-alanine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• sarcosineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular spaceOne of 2 routes

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. (6R)-5,10-methylene-5,6,7,8-tetrahydrofolate + glycine + H2O = (6S)-5,6,7,8-tetrahydrofolate + L-serine

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 4 morecytosol, extracellular space

• carnosineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. L-histidine(out) + L-arginine(in) + Na(+)(out) = L-histidine(in) + L-arginine(out) + Na(+)(in)
  3. beta-alanine + L-histidine + ATP = carnosine + ADP + phosphate + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, inner side of the membrane, outer side of the membrane

• L-dopaReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. L-dopa(out) + L-phenylalanine(in) = L-dopa(in) + L-phenylalanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-ornithineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Amino Acid-Polyamine-Organocation (Apc) Tcdb:2.A.3.8.15
  3. D-ornithine(in) + L-ornithine(out) = D-ornithine(out) + L-ornithine(in)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• an N-acylglycineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 5 morecytosol, extracellular space

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and cysteine (cytosol to extracellular)
  3. L-Cysteine:2-oxoglutarate aminotransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 2 morecytosol, extracellular spaceOne of 3 routes

• D-threonineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. D-threonine(out) + L-alanine(in) = D-threonine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 2 routes

• spermidineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. Putrescine Export via Putrescine/Arginine Antiporter
  3. S-adenosylmethioninamine:putrescine 3-aminopropyltransferase

  Catalysed by NOS3, NOS1, NOS2, SLC3A2 and 2 morecytosol, extracellular spaceOne of 4 routes

• L-dopaquinoneReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and tyrosine (cytosol to extracellular)
  3. L-Tyrosine,L-dopa:oxygen oxidoreductase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space

• glutathioneReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 3 morecytosol, extracellular space

• L-threonineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. L-threonine(out) + L-alanine(in) = L-threonine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 8 routes

• L-saccharopineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and lysine (cytosol to extracellular)
  3. N6-(L-1,3-Dicarboxypropyl)-L-lysine:NADP+ oxidoreductase (L-lysine-forming)

  Catalysed by NOS3, NOS1, NOS2, SLC7A5 and 2 morecytosol, extracellular space, mitochondrial matrixOne of 2 routes

• L-kynurenineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. L-kynurenine + H2O = anthranilate + L-alanine + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 5 routes

• beta-alanineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. beta-alanine(out) + L-alanine(in) = beta-alanine(in) + L-alanine(out)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, inner side of the membrane, outer side of the membraneOne of 5 routes

• leukotriene C4Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. leukotriene C4 hydrolysis

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 2 morecytosol, extracellular space

• dimethylamineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. N(omega),N(omega)-dimethyl-L-arginine(in) + L-arginine(out) = N(omega),N(omega)-dimethyl-L-arginine(out) + L-arginine(in)
  3. Nomega,Nomega'-dimethyl-L-arginine dimethylamidohydrolase

  Catalysed by NOS3, NOS1, NOS2, SLC25A2 and 1 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• L-glutamate 5-semialdehydeReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. Amino Acid-Polyamine-Organocation (Apc) Tcdb:2.A.3.8.15
  3. L-ornithine + 2-oxoglutarate = L-glutamate 5-semialdehyde + L-glutamate

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 1 morecytosol, extracellular space

• 3-hydroxy-L-kynurenineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space

• gamma-L-glutamyl-L-cysteineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and cysteine (cytosol to extracellular)
  3. L-glutamate:L-cysteine gamma-ligase (ADP-forming)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 2 morecytosol, extracellular spaceOne of 2 routes

• 6-amino-2-oxohexanoateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and lysine (cytosol to extracellular)
  3. L-lysine:oxygen 2-oxidoreductase (deaminating)

  Catalysed by NOS3, NOS1, NOS2, SLC7A5 and 1 morecytosol, extracellular space, peroxisome

• L-homocysteineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and methionine (cytosol to extracellular)
  3. S-methyl-L-methionine + L-homocysteine = 2 L-methionine + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space

• S-methyl-L-methionineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and methionine (cytosol to extracellular)
  3. S-methyl-L-methionine + L-homocysteine = 2 L-methionine + H(+)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space

• N-acetylputrescineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. Putrescine Export via Putrescine/Arginine Antiporter
  3. acetyl-CoA:putrescine N-acetyltransferase

  Catalysed by NOS3, NOS1, NOS2, SLC3A2 and 3 morecytosol, extracellular spaceOne of 2 routes

• 4-aminobutanalReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. Putrescine Export via Putrescine/Arginine Antiporter
  3. putrescine + O2 + H2O = 4-aminobutanal + H2O2 + NH4(+)

  Catalysed by NOS3, NOS1, NOS2, SLC3A2 and 2 morecytosol, extracellular space

• glutathione disulfideReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. L-cystine(out) + L-arginine(in) = L-cystine(in) + L-arginine(out)
  3. cystine to cysteine conversion

  Catalysed by NOS3, NOS1, NOS2, SLC7A9cytosol, inner side of the membrane, outer side of the membrane