Page last updated: 2024-12-08

trimethyllysine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

trimethyllysine: stimulates growth of tumor cells; RN given refers to (S)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID440121
CHEMBL ID1234168
CHEBI ID17311
SCHEMBL ID181192
MeSH IDM0044789

Synonyms (36)

Synonym
CHEMBL1234168
(s)-5-amino-5-carboxy-n,n,n-trimethyl-1-pentanaminium
trimethyllysine
CHEBI:17311 ,
epsilon-n-trimethyl-l-lysine
epsilon-trimethyl-l-lysine
n(6),n(6),n(6)-trimethyl-l-lysin-n(6)-ium
19253-88-4
epsilon-trimethyllysine
n(epsilon)-trimethyllysine
M3L ,
1-pentanaminium, 5-amino-5-carboxy-n,n,n-trimethyl-, (s)-
ammonium, (5-amino-5-carboxypentyl)trimethyl-, l-
DB03977
n-trimethyllysine
unii-3ygf0495o2
3ygf0495o2 ,
SCHEMBL181192
n.epsilon.-trimethyllysine
.epsilon.-trimethyl-l-lysine
6-n-trimethyl-l-lysine
n.epsilon.-trimethyl-l-lysine
trimethylllysine
.epsilon.-n-trimethyl-l-lysine
n6,n6,n6-trimethyllysine
.epsilon.-trimethyllysine
MXNRLFUSFKVQSK-QMMMGPOBSA-O
n-epsilon-trimethyllysine
n-n-n-trimethyllysine
n-[(5s)-5-amino-5-carboxypentyl]-n,n-dimethylmethanaminium
Q28529719
trimethyl-l-lysine
(s)-5-amino-5-carboxy-n,n,n-trimethylpentan-1-aminium
[(5s)-5-amino-5-carboxypentyl]-trimethylazanium
(5s)-5-amino-5-carboxy-n,n,n-trimethyl-1-pentanaminium
DTXSID70864878

Research Excerpts

Overview

N(ε)-trimethyllysine (TML) is a non-protein amino acid which takes part in the biosynthesis of carnitine. It is associated with incident cardiovascular (CV) events in stable subjects.

ExcerptReferenceRelevance
"Trimethyllysine is an important post-translationally modified amino acid with functions in the carnitine biosynthesis and regulation of key epigenetic processes. "( Trimethyllysine: From Carnitine Biosynthesis to Epigenetics.
Hintzen, JCJ; Maas, MN; Mecinović, J; Porzberg, MRB, 2020
)
3.44
"Trimethyllysine (TML) serves as a nutrient precursor of the gut microbiota-derived metabolite trimethylamine N-oxide (TMAO) and is associated with incident cardiovascular (CV) events in stable subjects. "( Trimethyllysine, a trimethylamine N-oxide precursor, provides near- and long-term prognostic value in patients presenting with acute coronary syndromes.
Chung, YM; Gu, X; Hazen, BJ; Hazen, SL; Hurd, AG; Levison, BS; Li, L; Li, XS; Lüscher, TF; Mach, F; Matter, CM; Nanchen, D; Nissen, SE; Obeid, S; Pratt, A; Räber, L; Tang, WHW; Wang, Z; Wu, Y, 2019
)
3.4
"N(ε)-trimethyllysine (TML) is a non-protein amino acid which takes part in the biosynthesis of carnitine. "( Where does N(ε)-trimethyllysine for the carnitine biosynthesis in mammals come from?
Balestrieri, ML; Castaldo, D; Cautela, D; Giovane, A; Servillo, L, 2014
)
1.26

Effects

ExcerptReferenceRelevance
"Trimethyllysine 72 (tmK72) has been suggested to play a role in sterically constraining the heme crevice dynamics of yeast iso-1-cytochrome c mediated by the Ω-loop D cooperative substructure (residues 70-85). "( The response of Ω-loop D dynamics to truncation of trimethyllysine 72 of yeast iso-1-cytochrome c depends on the nature of loop deformation.
Bandi, S; Bowler, BE; Cherney, MM; Culbertson, JE; Khan, MK; McClelland, LJ; Seagraves, SM, 2015
)
2.11
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
alpha-amino-acid cation
alpha-amino-acid cation
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID682290TP_TRANSPORTER: inhibition of Carnitine uptake (Carnitine: 0.010? uM, Trimethyllysine: 500 uM) in OCTN2-expressing HEK293 cells1999The Journal of pharmacology and experimental therapeutics, Nov, Volume: 291, Issue:2
Na(+)-dependent carnitine transport by organic cation transporter (OCTN2): its pharmacological and toxicological relevance.
AID513343Binding affinity to Bacillus subtilis 168 1A1 lysine riboswitch 179 lysc by in-line probing assay2007Nature chemical biology, Jan, Volume: 3, Issue:1
Antibacterial lysine analogs that target lysine riboswitches.
AID513357Antibacterial activity against Bacillus subtilis 168 1A1 after 24 hrs by CLSI method2007Nature chemical biology, Jan, Volume: 3, Issue:1
Antibacterial lysine analogs that target lysine riboswitches.
AID513346Inhibition of wild-type Bacillus subtilis 168 1A1 lysine riboswitch 179 lysc assessed as reduction of beta-galactosidase activity at 5 mM after 3 hrs by lacZ reporter gene assay2007Nature chemical biology, Jan, Volume: 3, Issue:1
Antibacterial lysine analogs that target lysine riboswitches.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (158)

TimeframeStudies, This Drug (%)All Drugs %
pre-199062 (39.24)18.7374
1990's24 (15.19)18.2507
2000's24 (15.19)29.6817
2010's39 (24.68)24.3611
2020's9 (5.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.60

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.60 (24.57)
Research Supply Index5.08 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index42.09 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.60)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.63%)5.53%
Reviews3 (1.90%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other154 (97.47%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]