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

Three steps

• N-(9Z-octadecenoyl)glycineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)

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

• N-(9Z-octadecenoyl)-L-phenylalanineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

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

• N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

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

• N-(9Z-octadecenoyl)-L-leucineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and leucine (cytosol to extracellular)
  3. N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

  Catalysed by NOS3, NOS1, NOS2, PM20D1cytosol, extracellular space

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

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

• N-(9Z-hexadecenoyl)-glycineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. (9Z)-hexadecenoyl-CoA + glycine = N-(9Z-hexadecenoyl)-glycine + CoA + H(+)

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

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

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

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

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

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

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

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

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

• D-histidineReach 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-histidine(in) + L-ornithine(out) + H(+)(in) = D-histidine(out) + L-ornithine(in) + H(+)(out)

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

• L-homocarnosineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and histidine (cytosol to extracellular)
  3. Formation of homocarnosine

  Catalysed by NOS3, NOS1, NOS2, SLC7A5 and 2 morecytosol, extracellular spaceOne of 2 routes

• N(1)-(5-phospho-beta-D-ribosyl)glycinamideReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. 5-phospho-beta-D-ribosylamine + glycine + ATP = N(1)-(5-phospho-beta-D-ribosyl)glycinamide + ADP + phosphate + H(+)

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

• L-cystine-bis-glycineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. L-cystine-bis-glycine + 2 H2O = L-cystine + 2 glycine

  Catalysed by NOS3, NOS1, NOS2, SLC7A9 and 4 morecytosol, extracellular spaceOne of 2 routes

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

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

• 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glutamine (cytosol to extracellular)
  3. N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide + L-glutamine + ATP + H2O = 2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine + L-glutamate + ADP + phosphate + H(+)

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

• kinetensinReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. Chymase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 3 routes

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

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

• N-(9Z,12Z-octadecadienoyl)-glycineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. (9Z,12Z)-octadecadienoyl-CoA + glycine = N-(9Z,12Z-octadecadienoyl)-glycine + CoA + H(+)

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

• acetaldehydeReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and threonine (cytosol to extracellular)
  3. L-threonine acetaldehyde-lyase (glycine-forming)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6cytosol, extracellular space

• cholineReach 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 choline (cytosol to extracellular)

  Catalysed by NOS3, NOS1, NOS2, SLC6A14 and 1 morecytosol, extracellular space

• pyruvateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular space, mitochondrial matrixOne of 17 routes

• 4a-hydroxytetrahydrobiopterinReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. L-phenylalanine,tetrahydrobiopterin:oxygen oxidoreductase(4-hydroxylating)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 3 routes

• CHEBI:15570Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. alanine racemase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6cytosol, extracellular spaceOne of 5 routes

• CHEBI:15611Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glycine (cytosol to extracellular)
  3. S-Adenosyl-L-methionine:glycine N-methyltransferase

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

• (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  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 NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 2 routes

• trimethylenediamineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and lysine (cytosol to extracellular)
  3. deoxyhypusine synthase (1,3-diaminopropane)

  Catalysed by NOS3, NOS1, NOS2, SLC7A5 and 2 morecytosol, extracellular space

• CHEBI:15727Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and histidine (cytosol to extracellular)
  3. L-histidine:beta-alanine ligase (ADP-forming)

  Catalysed by NOS3, NOS1, NOS2, SLC7A5 and 2 morecytosol, extracellular space

• CHEBI:15765Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and tyrosine (cytosol to extracellular)
  3. L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)

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

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

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

• alpha-D-glucosamine 6-phosphateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glutamine (cytosol to extracellular)
  3. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)

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

• sulfateReach 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 sulfate (cytosol to extracellular)

  Catalysed by NOS3, NOS1, NOS2, SLC6A14 and 1 morecytosol, extracellular space

• (R)-3-aminoisobutyric acidReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

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

• iodideReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and tyrosine (cytosol to extracellular)
  3. thyroid peroxidase (iodine)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 3 routes

• CHEBI:16523Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glutamine (cytosol to extracellular)
  3. transport of D-serine and glutamine (cytosol to extracellular)

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 2 morecytosol, extracellular spaceOne of 4 routes

• N(2)-acetyl-L-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. N2-Acetyl-L-ornithine amidohydrolase

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

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

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

• CHEBI:16633Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of alanine and citrulline (cytosol to extracellular)
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

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

• Met-tRNA(Met)Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and methionine (cytosol to extracellular)
  3. L-Methionine:tRNAMet ligase (AMP-forming)

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

• cyanamideReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. L-Arginine amidinohydrolase
  3. urea = cyanamide + H2O

  Catalysed by NOS3, NOS1, NOS2, ARG1 and 2 morecytosol

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and methionine (cytosol to extracellular)
  3. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

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

• N-[(S)-lactoyl]-L-phenylalanineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and phenylalanine (cytosol to extracellular)
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

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

• 2-oxobutanoateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and threonine (cytosol to extracellular)
  3. L-threonine ammonia-lyase (2-oxobutanoate-forming)

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

• tryptamineReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and tryptophan (cytosol to extracellular)
  3. L-tryptophan decarboxy-lyase

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

• 2-oxoglutaramateReach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and glutamine (cytosol to extracellular)
  3. L-Glutamine:pyruvate aminotransferase

  Catalysed by NOS3, NOS1, NOS2, SLC7A6 and 1 morecytosol, extracellular spaceOne of 3 routes

• CHEBI:16856Reach from here →
  1. N-(omega)-Hydroxyarginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
  2. transport of citrulline and cysteine (cytosol to extracellular)
  3. cystine to cysteine conversion

  Catalysed by NOS3, NOS1, NOS2, SLC7A6cytosol, extracellular spaceOne of 2 routes

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

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

• creatineReach from here →
  1. L-arginine,NADPH:oxygen oxidoreductase (N-(omega)-hydroxyarginine-forming)
  2. L-Arginine:glycine amidinotransferase
  3. S-Adenosyl-L-methionine:guanidinoacetate N-methyltransferase

  Catalysed by NOS3, NOS1, NOS2, GATM and 1 morecytosolOne of 2 routes

• oxalic 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 oxalate (cytosol to extracellular)

  Catalysed by NOS3, NOS1, NOS2, SLC6A14 and 1 morecytosol, extracellular space

• L-glutamic 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-oxo-acid aminotransferase

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