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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:36 UTC
HMDB IDHMDB0001325
Secondary Accession Numbers
  • HMDB01325
Metabolite Identification
Common NameN6,N6,N6-Trimethyl-L-lysine
DescriptionN6,N6,N6-Trimethyl-L-lysine is a methylated derivative of the amino acid lysine. It is a component of histone proteins, a precursor of carnitine and a coenzyme of fatty acid oxidation. N6,N6,N6-Trimethyl-L-lysine residues are found in a number of proteins and are generated by the action of S-adenosyl-L-methionine on exposed lysine residues. When trimethyllysine is released from cognate proteins via proteolysis, it serves as a precursor for carnitine biosynthesis. Mitochondrial 6-N-trimethyllysine dioxygenase converts 6-N-trimethyllysine to 3-hydroxy-6-N-trimethyllysine as the first step for carnitine biosynthesis. Because the subsequent carnitine biosynthesis enzymes are cytosolic, 3-hydroxy-6-N-trimethyllysine must be transported out of the mitochondria by a putative mitochondrial 6-N-trimethyllysine/3-hydroxy-6-N-trimethyllysine transporter system. Plasma -N-trimethyllysine concentrations are significantly lower in systemic carnitine deficiency patients compared to normal individuals, but no significant difference in urinary -N-trimethyllysine excretion is seen between the two groups.
Structure
Data?1676999736
Synonyms
ValueSource
(S)-2-Amino-6-(trimethylammonio)hexanoateHMDB
(S)-2-Amino-6-(trimethylammonio)hexanoic acidHMDB
delta-TrimethyllysineHMDB
epsilon-N-Trimethyl-L-lysineHMDB
epsilon-Trimethyl-L-lysineHMDB
N(6),N(6),N(6)-Trimethyl-L-lysineHMDB
S)-5-Amino-5-carboxy-N,N,N-trimethyl-1-pentanaminiumHMDB
TrimethyllysineHMDB
6-N-L-Trimethyl-L-lysineHMDB
epsilon-N-Trimethyl-lysineHMDB
TRIMETHYLLLYSINEHMDB
Trimethyllysine hydroxide, inner salt, (S)-isomerHMDB
Trimethyllysine, (+-)-isomerHMDB
Trimethyllysine hydroxide,inner salt, (+-)-isomerHMDB
Trimethyllysine chloride, (S)-isomerHMDB
(2S)-2-Amino-6-(trimethylazaniumyl)hexanoic acidHMDB
Chemical FormulaC9H20N2O2
Average Molecular Weight188.2673
Monoisotopic Molecular Weight188.152477894
IUPAC Name(2S)-2-amino-6-(trimethylazaniumyl)hexanoate
Traditional Namen-trimethyllysine
CAS Registry Number19253-88-4
SMILES
C[N+](C)(C)CCCC[C@H](N)C([O-])=O
InChI Identifier
InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/t8-/m0/s1
InChI KeyMXNRLFUSFKVQSK-QMMMGPOBSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Fatty acyl
  • Fatty acid
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Carboxylic acid salt
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+MetCCS_train_pos141.95830932474
[M+H]+Not Available141.8http://allccs.zhulab.cn/database/detail?ID=AllCCS00000496
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP-3.2ALOGPS
logP-6.2ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)2.41ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area66.15 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity74.63 m³·mol⁻¹ChemAxon
Polarizability21.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+142.82132859911
AllCCS[M-H]-151.06632859911
DeepCCS[M+H]+138.19330932474
DeepCCS[M-H]-135.56830932474
DeepCCS[M-2H]-171.75530932474
DeepCCS[M+Na]+147.25530932474
AllCCS[M+H]+142.832859911
AllCCS[M+H-H2O]+139.332859911
AllCCS[M+NH4]+146.132859911
AllCCS[M+Na]+147.132859911
AllCCS[M-H]-151.132859911
AllCCS[M+Na-2H]-152.332859911
AllCCS[M+HCOO]-153.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N6,N6,N6-Trimethyl-L-lysineC[N+](C)(C)CCCC[C@H](N)C([O-])=O1936.8Standard polar33892256
N6,N6,N6-Trimethyl-L-lysineC[N+](C)(C)CCCC[C@H](N)C([O-])=O1258.5Standard non polar33892256
N6,N6,N6-Trimethyl-L-lysineC[N+](C)(C)CCCC[C@H](N)C([O-])=O1499.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N6,N6,N6-Trimethyl-L-lysine,1TMS,isomer #1C[N+](C)(C)CCCC[C@H](N[Si](C)(C)C)C(=O)[O-]1509.2Semi standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,1TMS,isomer #1C[N+](C)(C)CCCC[C@H](N[Si](C)(C)C)C(=O)[O-]1574.0Standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,1TMS,isomer #1C[N+](C)(C)CCCC[C@H](N[Si](C)(C)C)C(=O)[O-]1897.7Standard polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TMS,isomer #1C[N+](C)(C)CCCC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C1715.8Semi standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TMS,isomer #1C[N+](C)(C)CCCC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C1717.9Standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TMS,isomer #1C[N+](C)(C)CCCC[C@@H](C(=O)[O-])N([Si](C)(C)C)[Si](C)(C)C1818.4Standard polar33892256
N6,N6,N6-Trimethyl-L-lysine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCC[N+](C)(C)C)C(=O)[O-]1721.4Semi standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCC[N+](C)(C)C)C(=O)[O-]1791.0Standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCC[N+](C)(C)C)C(=O)[O-]1997.7Standard polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([C@@H](CCCC[N+](C)(C)C)C(=O)[O-])[Si](C)(C)C(C)(C)C2144.0Semi standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([C@@H](CCCC[N+](C)(C)C)C(=O)[O-])[Si](C)(C)C(C)(C)C2130.0Standard non polar33892256
N6,N6,N6-Trimethyl-L-lysine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([C@@H](CCCC[N+](C)(C)C)C(=O)[O-])[Si](C)(C)C(C)(C)C1956.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N6,N6,N6-Trimethyl-L-lysine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0abc-9300000000-17fb5edf4cea1b4dcafd2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N6,N6,N6-Trimethyl-L-lysine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 35V, Positive-QTOFsplash10-001i-6900000000-f1602619e61c625d69c62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 35V, Positive-QTOFsplash10-001i-5900000000-932e6c169445b94455b52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-0019-5900000000-1a10f83950431edf55b52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 0V, Positive-QTOFsplash10-000i-0900000000-da852a06c440904970222021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 40V, Positive-QTOFsplash10-0a5c-9000000000-259b17dcbcd89ac303fc2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 35V, Positive-QTOFsplash10-001i-5900000000-34a50370b70a804c255b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 20V, Positive-QTOFsplash10-001i-9000000000-0a0007f7f545c67978872021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-0019-3900000000-853327bd0e39b33319f12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-0019-2900000000-7bc743d45af1a8804ef12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 30V, Positive-QTOFsplash10-001i-9000000000-226e1500e9ae9494b4bc2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-001r-5900000000-5182d0d6a3ab64a06c092021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 20V, Positive-QTOFsplash10-001i-9100000000-d5736c9d1d529490c9b12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 40V, Positive-QTOFsplash10-001i-9000000000-628513f87fa53b8eb8082021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 20V, Positive-QTOFsplash10-001i-9100000000-dff395556a2686da0f1d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-001r-5900000000-b01e2dbf67baf33ef6e72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 40V, Positive-QTOFsplash10-053r-9000000000-9eb55f6f4d8669a538a12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 30V, Positive-QTOFsplash10-0536-9000000000-7dc3464380609c1937822021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 0V, Positive-QTOFsplash10-000i-0900000000-0f467f0c771ad5024ac52021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Positive-QTOFsplash10-000l-0900000000-6306038d328c591e11282017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 20V, Positive-QTOFsplash10-01y7-2900000000-44354c8813190fe25a0e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 40V, Positive-QTOFsplash10-08mi-9400000000-499e4dafbd41d754a57d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Negative-QTOFsplash10-000i-0900000000-3bc9f6f2c730e7f3785c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 20V, Negative-QTOFsplash10-000i-2900000000-9928cba63f73f91268872017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 40V, Negative-QTOFsplash10-00di-9100000000-da0cc13b89df68e4b27f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N6,N6,N6-Trimethyl-L-lysine 10V, Negative-QTOFsplash10-000i-0900000000-29ace4cf19de37bcc0772021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Placenta
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified1.5 +/- 2.0 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified5.3 (3.8-10.4) umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022556
KNApSAcK IDNot Available
Chemspider ID389120
KEGG Compound IDC03793
BioCyc IDN6N6N6-TRIMETHYL-L-LYSINE
BiGG ID42542
Wikipedia LinkNot Available
METLIN ID6161
PubChem Compound440120
PDB IDNot Available
ChEBI ID17311
Food Biomarker OntologyNot Available
VMH IDTMLYS
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceChen F M; Benoiton N L A synthesis of N6,N6,N6-trimethyl-L-lysine dioxalate in gram amounts. Biochemistry and cell biology = Biochimie et biologie cellulaire (1986), 64(3), 182-3.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Terada N, Inoue F, Okochi M, Nakajima H, Kizaki Z, Kinugasa A, Sawada T: Measurement of carnitine precursors, epsilon-trimethyllysine and gamma-butyrobetaine in human serum by tandem mass spectrometry. J Chromatogr B Biomed Sci Appl. 1999 Aug 6;731(1):89-95. [PubMed:10491993 ]
  2. Inoue R, Miyake M, Kanazawa A, Sato M, Kakimoto Y: Decrease of 3-methylhistidine and increase of NG,NG-dimethylarginine in the urine of patients with muscular dystrophy. Metabolism. 1979 Aug;28(8):801-4. [PubMed:454517 ]
  3. Mizobuchi M, Miyake M, Sano A, Kakimoto Y: High concentration of free trimethyllysine in red blood cells. Biochim Biophys Acta. 1990 Feb 26;1033(2):119-23. [PubMed:2106342 ]
  4. Minkler PE, Erdos EA, Ingalls ST, Griffin RL, Hoppel CL: Improved high-performance liquid chromatographic method for the determination of 6-N,N,N-trimethyllysine in plasma and urine: biomedical application of chromatographic figures of merit and amine mobile phase modifiers. J Chromatogr. 1986 Aug 2;380(2):285-99. [PubMed:3093513 ]
  5. Lehman LJ, Olson AL, Rebouche CJ: Measurement of epsilon-N-trimethyllysine in human blood plasma and urine. Anal Biochem. 1987 Apr;162(1):137-42. [PubMed:3111294 ]
  6. Park KS, Lee HW, Hong SY, Shin S, Kim S, Paik WK: Determination of methylated amino acids in human serum by high-performance liquid chromatography. J Chromatogr. 1988 May 25;440:225-30. [PubMed:3136187 ]
  7. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

General function:
Involved in peptidase activity
Specific function:
Component of the microsomal signal peptidase complex which removes signal peptides from nascent proteins as they are translocated into the lumen of the endoplasmic reticulum
Gene Name:
SPCS1
Uniprot ID:
Q9Y6A9
Molecular weight:
11804.7
General function:
Involved in oxidation reduction
Specific function:
Converts trimethyllysine (TML) into hydroxytrimethyllysine (HTML).
Gene Name:
TMLHE
Uniprot ID:
Q9NVH6
Molecular weight:
44048.895
Reactions
N6,N6,N6-Trimethyl-L-lysine + Oxoglutaric acid + Oxygen → 3-hydroxy-N(6),N(6),N(6)-trimethyl-L-lysine + Succinic acid + CO(2)details
N6,N6,N6-Trimethyl-L-lysine + Oxoglutaric acid + Oxygen → 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine + Succinic acid + Carbon dioxidedetails