L-asparagine

Three steps

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. transport of asparagine 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 GSSextracellular space, cytosolOne of 8 routes

• (11Z)-eicosenoateReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. long-chain-fatty-acid-CoA ligase (cis-gondoic acid)
  3. (11Z)-eicosenoyl-CoA hydrolase

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 8 moremitochondrial matrix, cytosol

• cis-aconitic acidReach from here →
  1. Transport of L-Asparagine 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

• 3-oxopropanoateReach from here →
  1. L-asparagine amidohydrolase
  2. L-aspartate 1-carboxy-lyase (beta-alanine-forming)
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by ASRGL1, ASPG, GAD2, AGXT2mitochondrial matrix, cytosolOne of 2 routes

• thiosulfateReach from here →
  1. L-asparagine amidohydrolase
  2. L-aspartate(in) + sulfate(out) = L-aspartate(out) + sulfate(in)
  3. thiosulfate(in) + sulfate(out) = thiosulfate(out) + sulfate(in)

  Catalysed by ASRGL1, ASPG, SLC25A14, SLC25A30 and 2 moremitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 6 routes

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

  Catalysed by SLC7A5, NDUFAB1, FDXR, FXN and 10 moreextracellular space, cytosol, mitochondrial matrix

• serotoninReach from here →
  1. L-asparagine amidohydrolase
  2. transport of aspartate (cytosol to extracellular)
  3. transport of serotonin (cytosol to extracellular)

  Catalysed by ASRGL1, ASPG, SLC1A7, SLC1A3 and 4 moremitochondrial matrix, extracellular space, cytosolOne of 6 routes

• an acylcholineReach from here →
  1. Transport of L-Asparagine 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. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. long-chain-fatty-acid-CoA ligase (elaidate)
  3. (10Z)-heptadecenoic acid formation

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 5 moremitochondrial matrix, cytosolOne of 4 routes

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

  Catalysed by SLC7A5, SDS, SDSL, GPTextracellular space, cytosol

• chenodeoxycholateReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Propanoyl-CoA:acetyl-CoA C-acyltransferase
  3. chenodeoxycholoyl-CoA hydrolase

  Catalysed by NAGS, ACAA1, SCP2, MYO5B and 3 moremitochondrial matrix, peroxisomeOne of 3 routes

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

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

• taurodeoxycholateReach from here →
  1. Transport of L-Asparagine 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. transport of alanine and asparagine (cytosol to extracellular)
  2. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)
  3. 3-hydroxy-L-kynurenine + H2O = 3-hydroxyanthranilate + L-alanine + H(+)

  Catalysed by SLC7A5, KYNUextracellular space, cytosol

• N-formylanthranilic acidReach from here →
  1. transport of asparagine 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. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Palmitate:CoA ligase (AMP-forming)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 7 moremitochondrial matrix, cytosol, endoplasmic reticulum

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 5 moremitochondrial matrix, Golgi apparatus, cytosol

• CHEBI:36882Reach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Itaconate:CoA ligase (GDP-forming)
  3. (3S)-citramalyl-CoA hydro-lyase (itaconyl-CoA-forming)

  Catalysed by NAGS, SUCLG1, SUCLG2, SUCLA2 and 1 moremitochondrial matrix

• 3-hydroxyisovaleric acidReach from here →
  1. transport of asparagine 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. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. phytanate-CoA ligase
  3. peroxisomal acyl-CoA thioesterase

  Catalysed by NAGS, ACOT2mitochondrial matrix, cytosol, peroxisomeOne of 3 routes

• sphingosine 1-phosphateReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. ATP:sphingosine 1-phosphotransferase

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 4 moremitochondrial matrix, Golgi apparatus, cytosolOne of 2 routes

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

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 7 moremitochondrial matrix, cytosol, endoplasmic reticulumOne of 2 routes

• D-glucopyranose 6-phosphateReach from here →
  1. transport of asparagine and glutamine (cytosol to extracellular)
  2. HCO3-:L-glutamine amido-ligase (ADP-forming, carbamate-phosphorylating)
  3. glucose-6-phosphatase (carbamoyl-phosphate)

  Catalysed by SLC7A5, CAD, G6PC2extracellular space, cytosol, endoplasmic reticulum

• (R)-lactic acidReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by SLC7A5, AGXT2, LDHDextracellular space, cytosol, mitochondrial matrix

• (S)-lactic acidReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (S)-Lactate:NAD+ oxidoreductase

  Catalysed by SLC7A5, AGXT2, LDHB, LDHAL6Bextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• 25-hydroxycholesterolReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. cholesterol + AH2 + O2 = 25-hydroxycholesterol + A + H2O

  Catalysed by SLC7A5, MOCOS, CH25Hextracellular space, cytosol

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Production of Glutaryl Carnitine
  3. 3-hydroxy-3-methylglutarate + glutaryl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + glutarate

  Catalysed by NAGS, CPT1A, CPT1C, CPT1B and 1 moremitochondrial matrix, cytosol

• (6R)-L-erythro-6,7-dihydrobiopterinReach from here →
  1. transport of asparagine 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. transport of alanine and asparagine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by SLC7A5, AGXT2, RIDAextracellular space, cytosol, mitochondrial matrix

• phosphoenolpyruvic acidReach from here →
  1. L-asparagine amidohydrolase
  2. L-Aspartate:2-oxoglutarate aminotransferase
  3. GTP:oxaloacetate carboxy-lyase (adding GTP

  Catalysed by ASRGL1, ASPG, GOT2, PCK1mitochondrial matrix, cytosolOne of 3 routes

• 13-cis-retinolReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Palmitoyl-CoA:retinol O-acyltransferase
  3. 11-cis-retinol = 13-cis-retinol

  Catalysed by NAGS, DGAT1, LRAT, AWAT1 and 3 moremitochondrial matrix, cytosol

• spermineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. diamine N-acetyltransferase (N1-acetylspermidine)
  3. S-adenosyl 3-(methylsulfanyl)propylamine + spermidine = spermine + S-methyl-5'-thioadenosine + H(+)

  Catalysed by NAGS, SAT1, SAT2, SMSmitochondrial matrix, cytosolOne of 2 routes

• N-acetyl-beta-neuraminic acidReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by SLC7A5, AGXT2, NPLextracellular space, cytosol, mitochondrial matrix

• tert-butanolReach from here →
  1. transport of asparagine 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 GSS, CLIC2, GPX1, GPX2 and 2 moreextracellular space, cytosol

• cholesteryl (9Z-octadecenoate)Reach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Transport of octadecenoyl-CoA into Mitochondrial Matrix
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by NAGS, CPT1A, CPT1C, CPT1B and 2 moremitochondrial matrix, cytosol, endoplasmic reticulum

• N-(acetyl)-sphing-4-enineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  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 NAGS, ASAH1, ACER2, ACER1 and 2 moremitochondrial matrix, Golgi apparatusOne of 2 routes

• a 1,3-diacylglycerolReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 3 moremitochondrial matrix, Golgi apparatus

• 2-methyl-1-hydroxypropylthiamine diphosphateReach from here →
  1. transport of asparagine 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. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 6 moremitochondrial matrix, Golgi apparatusOne of 2 routes

• 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-oneReach from here →
  1. transport of asparagine and methionine (cytosol to extracellular)
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)

  Catalysed by SLC7A5, AADAT, ADI1extracellular space, cytosol

• all-trans-13,14-dihydroretinolReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. all-trans-13,14-dihydroretinol + A = all-trans-retinol + AH2

  Catalysed by SLC7A5, MOCOS, RETSATextracellular space, cytosol

• an N-acylsphing-4-enineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 7 moremitochondrial matrix, Golgi apparatus

• N-tetracosanoylsphinganineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. long-chain-fatty-acid-CoA ligase (lignocerate)
  3. tetracosanoyl-CoA + sphinganine = N-tetracosanoylsphinganine + CoA + H(+)

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 8 moremitochondrial matrix, cytosol

• N-hexacosanoylsphinganineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. long-chain-fatty-acid-CoA ligase (cerotic acid)
  3. hexacosanoyl-CoA + sphinganine = N-hexacosanoylsphinganine + CoA + H(+)

  Catalysed by NAGS, SLC27A2, ACSL4, ACSL3 and 8 moremitochondrial matrix, cytosol

• 3,3',5-triiodo-L-thyronineReach from here →
  1. transport of asparagine and glycine (cytosol to extracellular)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and triiodothyronine (cytosol to extracellular)

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

• 3,3',5'-triiodo-L-thyronineReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O
  3. 3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

  Catalysed by SLC7A5, MOCOS, DIO1, DIO3extracellular space, cytosol

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. acyl-CoA:sphingosine N-acyltransferase
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by NAGS, ASAH1, ACER2, ACER1 and 4 moremitochondrial matrix, Golgi apparatus

• a 3-acylpyruvateReach from here →
  1. transport of alanine and asparagine (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by SLC7A5, AGXT2, FAHD1extracellular space, cytosol, mitochondrial matrix

• succinyl-CoAReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)
  3. (R)-methylmalonyl-CoA = succinyl-CoA

  Catalysed by NAGS, ALDH6A1, MMUTmitochondrial matrixOne of 3 routes

• (2E)-butenoyl-CoAReach from here →
  1. N-acetylglutamate synthase (N-acetyl-L-asparagine)
  2. Butanoate:CoA ligase (AMP-forming)
  3. butanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase

  Catalysed by NAGS, ACSM4, ACSM1, ACSM2A and 5 moremitochondrial matrix, cytosolOne of 4 routes