L-glutamine

Three steps

• (3R)-citramalateReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3R)-citramalate(in) + sulfate(out) = (3R)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (3S)-citramalateReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. (3S)-citramalate(in) + sulfate(out) = (3S)-citramalate(out) + sulfate(in)

  Catalysed by SLC6A14, SLC26A6, SLC25A14, SLC25A30extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• docosan-1-olReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + 2 NADPH + 2 H(+) = docosan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• hexacosanoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. Hexacosanoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 2 routes

• tetracosanoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. Tetracosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosolOne of 4 routes

• an N-acylsphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 morecytosol, Golgi apparatus

• octadecan-1-olReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + 2 NADPH + 2 H(+) = octadecan-1-ol + 2 NADP(+) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol

• eicosanoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. Eicosanoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosolOne of 4 routes

• (9Z)-hexadecenoateReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. Carnitine Transport by Atb0
  3. Utilized Transport

  Catalysed by SLC6A14extracellular space, cytosol, endoplasmic reticulumOne of 8 routes

• (15Z)-tetracosenoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (nervonic acid)
  3. (15Z)-tetracosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of arachidonate and GSH (cytosol to extracellular)

  Catalysed by SLC7A5, GSSextracellular space, cytosolOne of 8 routes

• (11Z)-eicosenoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
  3. (11Z)-eicosenoyl-CoA hydrolase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol

• cis-aconitic acidReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. transport of chloride and oxalate (cytosol to extracellular)
  3. Mitochondrial Carrier (Mc) Tcdb:2.A.29.7.2

  Catalysed by SLC6A14, SLC26A6, SLC25A1extracellular space, cytosol, mitochondrial matrixOne of 3 routes

• beta-D-fructose 1,6-bisphosphateReach from here →
  1. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)
  2. alpha-D-glucosamine 6-phosphate + H2O = beta-D-fructose 6-phosphate + NH4(+)
  3. beta-D-fructose 1,6-bisphosphate + H2O = beta-D-fructose 6-phosphate + phosphate

  Catalysed by GFPT2, GFPT1, GNPDA1, GNPDA2 and 2 morecytosolOne of 2 routes

• 3-oxopropanoateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by KYAT1, AGXT2cytosol, mitochondrial matrixOne of 2 routes

• thiosulfateReach from here →
  1. transport of cysteine and glutamine (cytosol to extracellular)
  2. L-Cysteine:2-oxoglutarate aminotransferase
  3. 3-mercaptopyruvate:sulfide sulfurtransferase

  Catalysed by SLC3A2, SLC7A5, SLC7A10, GOT2 and 3 moreextracellular space, cytosolOne of 6 routes

• tetra-mu3-sulfido-tetrairon(2+)Reach from here →
  1. transport of cysteine and glutamine (cytosol to extracellular)
  2. De novo synthesis of 2Fe2S
  3. Synthesis of 4Fe4S from 2Fe2S

  Catalysed by SLC3A2, SLC7A5, SLC7A10, NDUFAB1 and 12 moreextracellular space, cytosol, mitochondrial matrix

• serotoninReach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and serotonin (cytosol to extracellular)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 6 routes

• an acylcholineReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. transport of chloride and choline (cytosol to extracellular)
  3. an acylcholine + H2O = a carboxylate + choline + H(+)

  Catalysed by SLC6A14, SLC5A7, BCHEextracellular space, cytosol

• fatty acidReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (elaidate)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosolOne of 4 routes

• L-alpha-aminobutyric acidReach from here →
  1. transport of glutamine and threonine (cytosol to extracellular)
  2. L-threonine ammonia-lyase (2-oxobutanoate-forming)
  3. glutamic-pyruvic transaminase ((S)-2-aminobutanoate)

  Catalysed by SLC3A2, SLC7A5, SLC7A10, SDS and 2 moreextracellular space, cytosol

• chenodeoxycholateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. chenodeoxycholoyl-CoA hydrolase

  Catalysed by ACAA1, SCP2, MYO5B, ACOT7 and 2 morecytosol, peroxisomeOne of 3 routes

• taurocholateReach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (GSH)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 8 routes

• taurodeoxycholateReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by SLC6A14, SLC6A6, BAATextracellular space, cytosolOne of 4 routes

• 3-hydroxyanthranilateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  3. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)

  Catalysed by KYAT1, KYNUcytosol

• N-formylanthranilic acidReach from here →
  1. transport of glutamine and tryptophan (cytosol to extracellular)
  2. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
  3. Formylkynurenine hydrolase

  Catalysed by SLC7A5, IDO1, TDO2, IDO2 and 1 moreextracellular space, cytosol

• cholesteryl hexadecanoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, endoplasmic reticulum

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 morecytosol, Golgi apparatus

• CHEBI:36882Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Itaconate:CoA ligase (GDP-forming)
  3. (3S)-citramalyl-CoA hydro-lyase (itaconyl-CoA-forming)

  Catalysed by SUCLG1, SUCLG2, SUCLA2, AUHcytosol, mitochondrial matrix

• 3-hydroxyisovaleric acidReach from here →
  1. transport of glutamine and leucine (cytosol to extracellular)
  2. L-Leucine:2-oxoglutarate aminotransferase
  3. 4-methyl-2-oxopentanoate decarboxylation

  Catalysed by SLC7A5, BCAT2, ALOX12B, ALOXE3extracellular space, cytosol, mitochondrial matrixOne of 2 routes

• 3,7,11,15-tetramethylhexadecanoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. phytanate-CoA ligase
  3. peroxisomal acyl-CoA thioesterase

  Catalysed by ACOT2cytosol, peroxisomeOne of 3 routes

• sphingosine 1-phosphateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. ATP:sphingosine 1-phosphotransferase

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 morecytosol, Golgi apparatusOne of 2 routes

• cholesteryl (9Z,12Z)-octadecadienoateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 6 morecytosol, endoplasmic reticulumOne of 2 routes

• D-glucoseReach from here →
  1. HCO3-:L-glutamine amido-ligase (ADP-forming, carbamate-phosphorylating)
  2. glucose-6-phosphatase (carbamoyl-phosphate)
  3. D-Glucose-6-phosphate phosphohydrolase

  Catalysed by CAD, G6PC2, G6PC1, G6PC3cytosol, endoplasmic reticulum

• (R)-lactic acidReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by KYAT1, AGXT2, LDHDcytosol, mitochondrial matrix

• (S)-lactic acidReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (S)-Lactate:NAD+ oxidoreductase

  Catalysed by KYAT1, AGXT2, LDHB, LDHAL6Bcytosol, mitochondrial matrixOne of 7 routes

• 25-hydroxycholesterolReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O

  Catalysed by KYAT1, MOCOS, CH25Hcytosol

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Production of Glutaryl Carnitine
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by CPT1A, CPT1C, CPT1B, SUGCTcytosol

• (6R)-L-erythro-6,7-dihydrobiopterinReach from here →
  1. transport of glutamine and tryptophan (cytosol to extracellular)
  2. (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin + L-tryptophan + O2 = 5-hydroxy-L-tryptophan + (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin
  3. (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin = (6R)-L-erythro-6,7-dihydrobiopterin + H2O

  Catalysed by SLC7A5, TPH1, TPH2, PCBD1 and 1 moreextracellular space, cytosol

• 2-iminopropanoateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by KYAT1, AGXT2, RIDAcytosol, mitochondrial matrix

• phosphoenolpyruvic acidReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. pyruvate kinase (dTDP)

  Catalysed by KYAT1, AGXT2, PKM, PKLRcytosol, mitochondrial matrixOne of 3 routes

• 13-cis-retinolReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol = 13-cis-retinol

  Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol

• spermineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + spermidine = spermine + S-methyl-5'-thioadenosine + H(+)

  Catalysed by SAT1, SAT2, SMScytosolOne of 2 routes

• N-acetyl-beta-neuraminic acidReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by KYAT1, AGXT2, NPLcytosol, mitochondrial matrix

• tert-butanolReach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. tert-butyl hydroperoxide + 2 glutathione = tert-butanol + glutathione disulfide + H2O

  Catalysed by SLC7A5, GSS, CLIC2, GPX1 and 3 moreextracellular space, cytosol

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by CPT1A, CPT1C, CPT1B, SOAT2 and 1 morecytosol, endoplasmic reticulum

• N-(acetyl)-sphing-4-enineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, Golgi apparatusOne of 2 routes

• a 1,3-diacylglycerolReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 morecytosol, Golgi apparatus

• 2-methyl-1-hydroxypropylthiamine diphosphateReach from here →
  1. transport of glutamine and valine (cytosol to extracellular)
  2. L-Valine:2-oxoglutarate aminotransferase
  3. branched chain keto acid dehydrogenase E1 (3-methyl-2-oxobutyrate)

  Catalysed by SLC7A5, BCAT2, BCKDHA, BCKDHBextracellular space, cytosol, mitochondrial matrix

• a 1,2-diacylglycerolReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 morecytosol, Golgi apparatusOne of 2 routes