L-glutamine

Three steps

• prostaglandin E2Reach 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 prostaglandin E2 (cytosol to extracellular)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• (2E)-tetradecenoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. trans-tetradec-2-enoyl-CoA reductase

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol, mitochondrial matrixOne of 5 routes

• (2E)-decenoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. medium-chain acyl-CoA ligase (decanoic acid)
  3. trans-dec-2-enoyl-CoA reductase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrixOne of 8 routes

• dCTPReach from here →
  1. L-Glutamine:tRNA(Gln) ligase (AMP-forming)
  2. glycyl-tRNA(gly) phosphorylation
  3. 2'-deoxyuridine 5'-triphosphate:oxydized-thioredoxin 2'-oxidoreductase

  Catalysed by QARS1, TXN, RRM1, RRM2 and 2 morecytosol

• dUTPReach from here →
  1. L-Glutamine:tRNA(Gln) ligase (AMP-forming)
  2. glycyl-tRNA(gly) phosphorylation
  3. 2'-deoxyuridine 5'-triphosphate:oxydized-thioredoxin 2'-oxidoreductase

  Catalysed by QARS1, TXN, RRM1, RRM2 and 2 morecytosolOne of 3 routes

• Fe(II)-heme aReach from here →
  1. transport of cysteine and glutamine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. Fe(II)-heme o + 2 A + H2O = Fe(II)-heme a + 2 AH2

  Catalysed by SLC3A2, SLC7A5, SLC7A10, MOCOS and 1 moreextracellular space, cytosol

• (R)-4'-phosphopantetheineReach from here →
  1. transport of cysteine and glutamine (cytosol to extracellular)
  2. (R)-4'-phosphopantothenate:L-cysteine ligase
  3. N-[(R)-4-phosphopantothenoyl]-L-cysteine + H(+) = (R)-4'-phosphopantetheine + CO2

  Catalysed by SLC3A2, SLC7A5, SLC7A10, PPCS and 1 moreextracellular space, cytosol

• (2E)-hexenoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. medium-chain acyl-CoA ligase (hexanoic acid)
  3. trans-hex-2-enoyl-CoA reductase

  Catalysed by ACSM4, ACSM1, ACSM2A, ACSM3 and 3 morecytosol, mitochondrial matrixOne of 3 routes

• (4R)-4-hydroxy-2-oxoglutarateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4R)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by KYAT1, AGXT2, HOGA1cytosol, mitochondrial matrixOne of 2 routes

• a cardiolipinReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + an acyl-CoA = a cardiolipin + CoA

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, Golgi apparatus

• (2E)-octenoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Octanoyl-CoA:L-carnitine O-octanoyltransferase
  3. trans-oct-2-enoyl-CoA reductase

  Catalysed by CROT, MECRcytosol, mitochondrial matrixOne of 5 routes

• 3-oxotetradecanoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + malonyl-CoA + H(+) = 3-oxotetradecanoyl-CoA + CO2 + CoA

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

• (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. Transport of Hydroxy-Proline
  3. trans-4-Hydroxy-L-proline:NAD+ 5-oxidoreductase

  Catalysed by KYAT1, SLC1A4, PYCR1, PYCR3 and 1 morecytosol, extracellular spaceOne of 5 routes

• (5-hydroxyindol-3-yl)acetateReach from here →
  1. Transport of L-Glutamine by Atb0 Transporter
  2. transport of chloride and sulfate (cytosol to extracellular)
  3. Transport of 5-Hydroxyindoleacetate

  Catalysed by SLC6A14, SLC26A6, SLC4A1extracellular space, cytosolOne of 2 routes

• 2-deoxy-D-ribose 5-phosphateReach from here →
  1. transport of glutamine and threonine (cytosol to extracellular)
  2. L-threonine acetaldehyde-lyase (glycine-forming)
  3. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde

  Catalysed by SLC3A2, SLC7A5, SLC7A10, DERAextracellular space, cytosol

• leukotriene D4Reach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. leukotriene C4 hydrolysis
  3. leukotriene C4 + H2O = leukotriene D4 + L-glutamate

  Catalysed by SLC7A5, GGT1, GGT5extracellular space, cytosol

• an all-trans-retinyl esterReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. all-trans-retinol + an acyl-CoA = an all-trans-retinyl ester + CoA

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 morecytosol, Golgi apparatusOne of 4 routes

• ubiquinol-10Reach from here →
  1. transport of glutamine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. ubiquinone-10 + hydrogen sulfide + glutathione + H(+) = S-sulfanylglutathione + ubiquinol-10

  Catalysed by SLC7A5, GSS, SQORextracellular space, cytosolOne of 3 routes

• 1-O-hexadecyl-sn-glycero-3-phosphocholineReach 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 apparatus

• a 1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA

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

• a triacyl-sn-glycerolReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA

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

• a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 morecytosol, Golgi apparatus

• 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositolReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. a 2-acyl-sn-glycero-3-phospho-D-myo-inositol + octadecanoyl-CoA = 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol

• 3-oxoeicosasphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. octadecanoyl-CoA + L-serine + H(+) = 3-oxoeicosasphinganine + CO2 + CoA

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

• a 2,3-saturated acyl-CoAReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. a 2,3-saturated acyl-CoA + A = a 2,3-dehydroacyl-CoA + AH2

  Catalysed by KYAT1, MOCOS, ACAD10cytosol

• 3-oxoeicosanoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosolOne of 2 routes

• N-docosanoylsphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (behenic acid)
  3. docosanoyl-CoA + sphinganine = N-docosanoylsphinganine + CoA + H(+)

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

• N-eicosanoylsphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. eicosanoyl-CoA + sphinganine = N-eicosanoylsphinganine + CoA + H(+)

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

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

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol

• N-(tetradecanoyl)-sphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. sphinganine + tetradecanoyl-CoA = N-(tetradecanoyl)-sphinganine + CoA + H(+)

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

• 3-oxohexadecasphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. tetradecanoyl-CoA + L-serine + H(+) = 3-oxohexadecasphinganine + CO2 + CoA

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

• 3-oxotetradecasphinganineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. dodecanoyl-CoA + L-serine + H(+) = 3-oxotetradecasphinganine + CO2 + CoA

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

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

  Catalysed by KYAT1, KYNU, KYAT3, AADATcytosolOne of 4 routes

• 2-acetamido-2-deoxy-D-glucopyranose 1-phosphateReach from here →
  1. L-glutamine:D-fructose-6-phosphate isomerase (deaminating)
  2. acetyl-CoA:D-glucosamine-6-phosphate N-acetyltransferase
  3. phosphoglucomutase (N-acetylglucosamine-6-phosphate)

  Catalysed by GFPT2, GFPT1, GNPNAT1, PGM3cytosol

• 3-oxooctadecanoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. Palmitate:CoA ligase (AMP-forming)
  3. very-long-chain 3-oxoacyl-CoA synthase (malonyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 2 routes

• 3-oxodocosanoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (eicosanoate)
  3. very-long-chain 3-oxoacyl-CoA synthase (eicosanoyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 11 morecytosolOne of 3 routes

• 3-oxo-(8Z,11Z,14Z)-eicosatrienoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (gamma-linolenate)
  3. (6Z,9Z,12Z)-octadecatrienoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(8Z,11Z,14Z)-eicosatrienoyl-CoA + CO2 + CoA

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

• 3-oxo-(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoAReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearidonic acid)
  3. (6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoA + malonyl-CoA + H(+) = 3-oxo-(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA + CO2 + CoA

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

• (8Z,11Z,14Z)-eicosatrienoateReach 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 2 routes

• (4S)-4-hydroxy-2-oxoglutarateReach from here →
  1. L-Glutamine:pyruvate aminotransferase
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (4S)-4-hydroxy-2-oxoglutarate = glyoxylate + pyruvate

  Catalysed by KYAT1, AGXT2, HOGA1cytosol, mitochondrial matrixOne of 2 routes

• (R)-noradrenalineReach 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 noradrenaline (cytosol to extracellular)

  Catalysed by SLC7A5, GSS, SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

• 1-dodecanoyl-sn-glycerol 3-phosphateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (lauric acid)
  3. glycerol-3-phosphate 1-O-acyltransferase (lauroyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosolOne of 2 routes

• 1-tetradecanoyl-sn-glycerol 3-phosphateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. glycerol-3-phosphate 1-O-acyltransferase (myristoyl-CoA)

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + CoA

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

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

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

• 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
  3. 1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z,12Z)-octadecadienoyl-CoA = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA

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

• 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (stearate)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + octadecanoyl-CoA = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate + CoA

  Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 4 morecytosol

• 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphateReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. long-chain-fatty-acid-CoA ligase (myristic acid)
  3. 1-hexadecanoyl-sn-glycero-3-phosphate + tetradecanoyl-CoA = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphate + CoA

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

• N-dodecanoylsphing-4-enineReach from here →
  1. Phenylacetyl-CoA:L-glutamine alpha-N-phenylacetyltransferase
  2. acyl-CoA:sphingosine N-acyltransferase
  3. N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine

  Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 morecytosol, Golgi apparatus