Isoleucine methyl ester is a derivative of the essential amino acid isoleucine, formed by esterification of the carboxyl group with methanol. It is a colorless liquid that is soluble in organic solvents but poorly soluble in water. The compound is often used as a starting material in the synthesis of other amino acid derivatives and peptides. Its importance lies in its ability to serve as a building block for various bioactive molecules, including pharmaceuticals, agrochemicals, and biomaterials. Research on isoleucine methyl ester is motivated by its potential applications in these fields. For instance, it has been investigated for its potential in peptide synthesis, as a precursor for the production of therapeutic peptides, and as a component in biocompatible materials. The synthesis of isoleucine methyl ester typically involves the reaction of isoleucine with methanol in the presence of an acid catalyst, such as hydrochloric acid.'
ID Source | ID |
---|---|
PubMed CID | 75735 |
CHEMBL ID | 1229072 |
SCHEMBL ID | 76741 |
MeSH ID | M0152206 |
Synonym |
---|
2577-46-0 |
einecs 219-931-0 |
isoleucine methyl ester |
(2s,3s)-2-amino-3-methyl-pentanoic acid methyl ester |
methyl l-isoleucinate |
AKOS000302175 |
l-isoleucine methyl ester |
methyl (2s,3s)-2-amino-3-methylpentanoate |
(2s,3s)-methyl 2-amino-3-methylpentanoate |
CHEMBL1229072 |
SCHEMBL76741 |
isoleucine, methyl ester |
l-isoleucine, methyl ester |
(l)-isoleucine methyl ester |
isoleucine, methyl ester, l- |
methyl 2-amino-3-methylpentanoate # |
(2r,3s)-methyl 2-amino-3-methylpentanoate |
J-521918 |
(2s,3s)-methyl-2-amino-3-methylpentanoate |
Q27461445 |
AMY13603 |
E78452 |
methyl 2-amino-3-methylpentanoate, hcl |
DTXSID40948634 |
(2s,3s)-2-amino-3-methylpentanoic acid methyl ester |
A898353 |
EN300-58836 |
(2s,3s)-2-amino-3-methyl-pentanoic acidmethyl ester |
Excerpt | Reference | Relevance |
---|---|---|
" 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 |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID678877 | TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 20 uM, Ile-OMe: 10000 uM) in PEPT2-expressing LLC-PK1 cells | 1999 | The 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. |
AID679860 | TP_TRANSPORTER: inhibition of Gly-Sar uptake (Gly-Sar: 20 uM, Ile-OMe: 10000 uM) in PEPT1-expressing LLC-PK1 cells | 1999 | The 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (20.00) | 18.7374 |
1990's | 2 (40.00) | 18.2507 |
2000's | 2 (40.00) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (20.38) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |