Page last updated: 2024-12-06

leucine methyl ester

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

Description

Leucine methyl ester is an amino acid ester that has been studied for its potential therapeutic benefits. It is synthesized by reacting leucine with methanol in the presence of a catalyst such as hydrochloric acid. Leucine methyl ester has been shown to have anti-inflammatory, antioxidant, and neuroprotective effects in animal studies. It is also being investigated for its potential to improve insulin sensitivity and reduce blood sugar levels. Leucine methyl ester is of interest to researchers because it can cross the blood-brain barrier, making it a potential therapeutic agent for neurological disorders. It is also being investigated for its potential to improve muscle protein synthesis and promote athletic performance.'

leucine methyl ester: RN given refers to (L-Leu)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methyl L-leucinate : The methyl ester of L-leucine. [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]

Cross-References

ID SourceID
PubMed CID65105
CHEMBL ID1229070
CHEBI ID44075
SCHEMBL ID76796
MeSH IDM0096100

Synonyms (36)

Synonym
CHEMBL1229070
(s)-2-amino-4-methyl-pentanoic acid methyl ester
2666-93-5
CHEBI:44075 ,
l-leucine methyl ester
leucine methyl ester
methyl l-leucinate
methyl (2s)-2-amino-4-methylpentanoate
AKOS000302174
AKOS010395403
l-leucine, methyl ester
g3m3to108y ,
einecs 220-205-0
unii-g3m3to108y
SCHEMBL76796
nh2-leu-ome
(s)-methyl 2-amino-4-methylpentanoate
(s)-leucine methyl ester
l-leu-ome
leucine methylester
(l)-leucine methyl ester
h-leu-ome
l-leu methyl ester
methyl 2-amino-4-methylpentanoate #
(+)-l-leucine methyl ester
leucine, methyl ester, l-
(s)-2-amino-4-methylpentanoic acid methyl ester
o-methyl-l-leucine
Q27104523
leucine-methyl ester
l-2-aminoisocaproic acid, methyl ester
DTXSID30883883
(s)-methyl2-amino-4-methylpentanoate
CS-0093750
HY-W037451
EN300-129760

Research Excerpts

Overview

L-Leucine methyl ester (Leu-OMe) is a lysosomotropic compound that irreversibly removes natural killer cell (NK) function from human peripheral blood mononuclear cells.

ExcerptReferenceRelevance
"L-leucine methyl ester (Leu-OME) is a reagent which has been shown to kill phagocytes following interaction with intracellular proteases."( Inhibition of L-leucine methyl ester mediated killing of THP-1, a human monocytic cell line, by a new anti-inflammatory drug, T614.
Hashimoto, S; Inoue, T; Ito, K; Iwata, M; Nagai, T; Nishioka, Y; Sato, T; Sawada, T; Tohma, S; Yamamoto, K, 2000
)
1.21
"L-Leucine methyl ester (Leu-OMe) is a lysosomotropic compound that irreversibly removes natural killer cell (NK) function from human peripheral blood mononuclear cells. "( Regulation of cellular function by products of lysosomal enzyme activity: elimination of human natural killer cells by a dipeptide methyl ester generated from L-leucine methyl ester by monocytes or polymorphonuclear leukocytes.
Lipsky, PE; Thiele, DL, 1985
)
1.19

Toxicity

ExcerptReferenceRelevance
" A fragment of human PrP consisting of amino acids 106-126 that forms fibrils in vitro is toxic to cultured neurons."( Role of microglia and host prion protein in neurotoxicity of a prion protein fragment.
Brown, DR; Kretzschmar, HA; Schmidt, B, 1996
)
0.29

Bioavailability

ExcerptReferenceRelevance
" Our results suggest that L-valine is a desirable L-amino acid for the esterification of poorly permeable drugs to enhance their oral bioavailability targeting intestinal PEPT1."( Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2.
Hashimoto, Y; Inui, KI; Saito, H; Sawada, K; Terada, T, 1999
)
0.3

Dosage Studied

ExcerptRelevanceReference
" A gene dosage effect was observed in that this determinant was expressed at a slightly reduced level in F1 hybrids."( Allospecific recognition of hemic cells in vitro by natural killer cells from athymic rats: evidence that allodeterminants coded for by single major histocompatibility complex haplotypes are recognized.
Ager, A; Dissen, E; Fossum, S; Rolstad, B; Vaage, JT, 1991
)
0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
L-leucine derivativeA proteinogenic amino acid derivative resulting from reaction of L-leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-leucine by a heteroatom.
alpha-amino acid esterThe amino acid ester derivative obtained the formal condensation of an alpha-amino acid with an alcohol.
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
[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 (2)

Assay IDTitleYearJournalArticle
AID679859TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 20 uM, Leu-OMe: 10000 uM) in PEPT1-expressing LLC-PK1 cells1999The Journal of pharmacology and experimental therapeutics, Nov, Volume: 291, Issue:2
Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2.
AID678876TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 20 uM, Leu-OMe: 10000 uM) in PEPT2-expressing LLC-PK1 cells1999The Journal of pharmacology and experimental therapeutics, Nov, Volume: 291, Issue:2
Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (100)

TimeframeStudies, This Drug (%)All Drugs %
pre-199042 (42.00)18.7374
1990's39 (39.00)18.2507
2000's12 (12.00)29.6817
2010's6 (6.00)24.3611
2020's1 (1.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.19

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 Index33.19 (24.57)
Research Supply Index4.67 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index38.36 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (33.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (0.94%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other105 (99.06%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]