77390-89-7Relevant academic research and scientific papers
Carboxylate-assisted formation of alkylcarbonate species from co 2 and tetramethylammonium salts with a β-amino acid anion
Hong, Sung Yun,Cheon, Youngeun,Shin, Seung Hoon,Lee, Hyunjoo,Cheong, Minserk,Kim, Hoon Sik
, p. 890 - 897 (2013/07/27)
Tetramethylammonium-based molten salts bearing a β-amino acid anion (TMAAs) are synthesized through Michael addition reactions of amines with methyl acrylate followed by hydrolysis and subsequent neutralization by using aqueous tetramethylammonium hydroxide. The CO2 capture performances of the TMAAs are evaluated and are shown to interact with CO2 in a 1:1 mode in both water and alcohol. FTIR and 13C NMR spectroscopic studies on the interactions of TMAAs with CO2 indicate that the type of CO 2 adduct varies with the solvent used. When water is used as the solvent, a bicarbonate species is produced, whereas hydroxyethylcarbonate and methylcarbonate species are generated in ethylene glycol and methanol, respectively. Computational calculations show that the carboxylate groups of TMAAs contribute towards the formation and stabilization of 1:1 CO2 adducts through hydrogen bonding interactions with the hydrogen atoms of the amino groups.
Selective N -alkylation of β-alanine facilitates the synthesis of a poly(amino acid)-based theranostic nanoagent
Santra, Santimukul,Perez, J. Manuel
scheme or table, p. 3917 - 3927 (2012/04/04)
The development of functional amino acid-based polymeric materials is emerging as a platform to create biodegradable and nontoxic nanomaterials for medical and biotechnology applications. In particular, facile synthetic routes for these polymers and their corresponding polymeric nanomaterials would have a positive impact in the development of novel biomaterials and nanoparticles. However, progress has been hampered by the need to use complex protection-deprotection methods and toxic phase transfer catalysts. In this study, we report a facile, single-step approach for the synthesis of an N-alkylated amino acid as an AB-type functional monomer to generate a novel pseudo-poly(amino acid), without using the laborious multistep, protection-deprotection methods. This synthetic strategy is reproducible, easy to scale up, and does not produce toxic byproducts. In addition, the synthesized amino acid-based polymer is different from conventional linear polymers as the butyl pendants enhance its solubility in common organic solvents and facilitate the creation of hydrophobic nanocavities for the effective encapsulation of hydrophobic cargos upon nanoparticle formation. Within the nanoparticles, we have encapsulated a hydrophobic DiI dye and a therapeutic drug, Taxol. In addition, we have conjugated folic acid as a folate receptor-targeting ligand for the targeted delivery of the nanoparticles to cancer cells expressing the folate receptor. Cell cytotoxicity studies confirm the low toxicity of the polymeric nanoparticles, and drug-release experiments with the Taxol-encapsulated nanoparticles only exhibit cytotoxicity upon internalization into cancer cells expressing the folate receptor. Taken together, these results suggested that our synthetic strategy can be useful for the one-step synthesis of amino acid-based small molecules, biopolymers, and theranostic polymeric nanoagents for the targeted detection and treatment of cancer.
Syntheses d'amidoesters par reaction de Kolbe
Abderrahman, Ben Moufida,Laurent, Eliane,Marquet, Bernard
, p. 571 - 578 (2007/10/02)
The synthesis of amidoesters has been investigated by anodic cooxidation of diacid hemiesters CO2H-CH2-Z-CO2CH3 -CH2-> and amidoacids R1-N(Y)-(CH2)2-CO2H .The scope of this reaction was examined in detail.This synthetic pathway provided very a simple access to a wide range of amidoesters R1-N(Y)-(CH2)3-Z-CO2CH3 by varying Z and R1 as well as n value.
