Cas no 4117-33-3 (L-Lysine, ethyl ester)

L-Lysine ethyl ester is a derivative of the essential amino acid L-lysine, where the carboxyl group is esterified with ethanol. This modification enhances its lipophilicity, improving membrane permeability and bioavailability compared to free L-lysine. The ethyl ester form is particularly useful in pharmaceutical and biochemical applications, where increased cellular uptake is required. It serves as a versatile intermediate in peptide synthesis and drug formulation, offering improved solubility in organic solvents. The compound retains the biological activity of L-lysine, making it valuable in research and therapeutic contexts. Its stability under mild conditions further supports its utility in controlled-release systems and prodrug development.
L-Lysine, ethyl ester structure
L-Lysine, ethyl ester structure
Product Name:L-Lysine, ethyl ester
CAS No:4117-33-3
MF:C8H18N2O2
MW:174.240722179413
CID:331516
PubChem ID:107469
Update Time:2025-10-30

L-Lysine, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • L-Lysine, ethyl ester
    • (R)-ethyl 2,6-diaminohexanoate
    • ethyl (2S)-2,6-diaminohexanoate
    • ethyl L-lysinate
    • Lysine, ethyl ester, L-
    • EN300-7853201
    • SCHEMBL213480
    • DTXSID30194103
    • 4117-33-3
    • Lys-OEt
    • NS00082710
    • Ethyl 2,6-diaminohexanoate #
    • L-LYSINE ETHYL ESTER
    • L-Lysine ethylester
    • l-lys ethyl ester
    • EINECS 223-909-6
    • H-Lys-OEt
    • lysine ethyl ester
    • Inchi: 1S/C8H18N2O2/c1-2-12-8(11)7(10)5-3-4-6-9/h7H,2-6,9-10H2,1H3/t7-/m0/s1
    • InChI Key: CZEPJJXZASVXQF-ZETCQYMHSA-N
    • SMILES: O(CC)C([C@H](CCCCN)N)=O

Computed Properties

  • Exact Mass: 174.13694
  • Monoisotopic Mass: 174.136827821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 7
  • Complexity: 128
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.3
  • Topological Polar Surface Area: 78.3?2

Experimental Properties

  • PSA: 78.34

L-Lysine, ethyl ester Pricemore >>

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Additional information on L-Lysine, ethyl ester

Recent Advances in the Application of L-Lysine, ethyl ester (CAS: 4117-33-3) in Chemical Biology and Pharmaceutical Research

L-Lysine, ethyl ester (CAS: 4117-33-3), a derivative of the essential amino acid L-lysine, has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a crucial building block in peptide synthesis, drug delivery systems, and bio-conjugation strategies. Recent studies have explored its potential in enhancing drug solubility, improving bioavailability, and facilitating targeted drug delivery, making it a valuable tool in modern therapeutic development.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of L-Lysine, ethyl ester in improving the solubility of poorly water-soluble drugs. Researchers utilized this compound to modify the surface properties of drug nanoparticles, resulting in a 40% increase in dissolution rates compared to unmodified counterparts. The study highlighted the compound's role in optimizing drug formulations for oral administration, particularly for hydrophobic active pharmaceutical ingredients (APIs).

In the field of targeted drug delivery, a breakthrough was reported in Advanced Drug Delivery Reviews (2024), where L-Lysine, ethyl ester was incorporated into pH-responsive polymeric carriers. These carriers demonstrated remarkable tumor-targeting capabilities in preclinical models, with the ethyl ester group playing a critical role in maintaining stability during circulation while allowing for controlled release in the acidic tumor microenvironment. The research team observed a 3-fold increase in tumor accumulation compared to conventional delivery systems.

Recent advancements in bioconjugation techniques have also leveraged the unique properties of L-Lysine, ethyl ester. A Nature Biotechnology publication (2023) described its use in creating stable antibody-drug conjugates (ADCs) with improved homogeneity and reduced aggregation. The ethyl ester moiety provided an optimal balance between stability during circulation and efficient intracellular drug release, addressing a long-standing challenge in ADC development.

Ongoing clinical trials (as of Q2 2024) are investigating L-Lysine, ethyl ester-modified formulations for various therapeutic areas, including oncology and infectious diseases. Preliminary results from a Phase I/II trial of a modified antiviral agent showed enhanced pharmacokinetic profiles and reduced side effects, suggesting promising clinical potential for this chemical modification strategy.

The safety profile of L-Lysine, ethyl ester continues to be validated through extensive toxicological studies. Recent data from regulatory submissions indicate excellent biocompatibility at therapeutic doses, with no significant adverse effects observed in comprehensive preclinical safety assessments. This favorable safety profile supports its increasing adoption in pharmaceutical formulations.

Future research directions highlighted in recent literature include exploring the compound's potential in mRNA delivery systems and its application in creating next-generation biomaterials. The unique chemical properties of L-Lysine, ethyl ester, particularly its balance between hydrophilicity and lipophilicity, position it as a versatile tool for addressing current challenges in drug development and delivery.

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