Highly efficient and low toxic skin penetrants composed of amino acid ionic liquids

RSC Advances ◽  
2016 ◽  
Vol 6 (90) ◽  
pp. 87753-87755 ◽  
Author(s):  
Shin-ya Furukawa ◽  
Gaku Hattori ◽  
Shinji Sakai ◽  
Noriho Kamiya
Keyword(s):  
Ionic Liquids ◽  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
Active Pharmaceutical Ingredients ◽  
Pharmaceutical Ingredients ◽  
Highly Efficient ◽  
Counter Ion ◽  
Low Toxic ◽  
Toxic Skin

Herein, we introduce an amino acid ester (AAE) as a potent biocompatible counter ion to formulate ionic liquefied active pharmaceutical ingredients.

Use of chiral amino acid ester-based ionic liquids as chiral selectors in CE

2013 ◽  
Vol 34 (4) ◽  
pp. 524-530 ◽  
Author(s):  
Ioannis J. Stavrou ◽  
Constantina P. Kapnissi-Christodoulou
Keyword(s):  
Ionic Liquids ◽  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
Chiral Selectors

Equilibrium partitioning of drug molecules between aqueous and amino acid ester-based ionic liquids

2013 ◽  
Vol 62 ◽  
pp. 27-34 ◽  
Author(s):  
Jun Jing ◽  
Zhiyong Li ◽  
Yuanchao Pei ◽  
Huiyong Wang ◽  
Jianji Wang
Keyword(s):  
Ionic Liquids ◽  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
Equilibrium Partitioning ◽  
Drug Molecules

scholarly journals The Proton Dissociation of Bio-Protic Ionic Liquids: [AAE]X Amino Acid Ionic Liquids

Molecules ◽  
2020 ◽  
Vol 26 (1) ◽  
pp. 62
Author(s):  
Ting He ◽  
Cheng-Bin Hong ◽  
Peng-Chong Jiao ◽  
Heng Xiang ◽  
Yan Zhang ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
Acidity Function ◽  
Brønsted Acidity ◽  
Protic Ionic Liquids ◽  
Indicator Method ◽  
Pka Values ◽  
Brönsted Acidity

[AAE]X composed of amino acid ester cations is a sort of typically “bio-based” protic ionic liquids (PILs). They possess potential Brønsted acidity due to the active hydrogens on their cations. The Brønsted acidity of [AAE]X PILs in green solvents (water and ethanol) at room temperature was systematically studied. Various frameworks of amino acid ester cations and four anions were investigated in this work from the viewpoint of structure–property relationship. Four different ways were used to study the acidity. Acid dissociation constants (pKa) of [AAE]X determined by the OIM (overlapping indicator method) were from 7.10 to 7.73 in water and from 8.54 to 9.05 in ethanol. The pKa values determined by the PTM (potential titration method) were from 7.12 to 7.82 in water. Their Hammett acidity function (H0) values (0.05 mol·L−1) were about 4.6 in water. In addition, the pKa values obtained by the DFT (proton-transfer reactions) were from 7.11 to 7.83 in water and from 8.54 to 9.34 in ethanol, respectively. The data revealed that the cationic structures of [AAE]X had little effect and the anions had no effect on the acidity of [AAE]X. At the same time, the OIM, PTM, Hammett method and DFT method were reliable for determining the acidic strength of [AAE]X in this study.

Eco-Friendly Synthesis of Peptides Using Fmoc-Amino Acid Chlorides as Coupling Agent Under Biphasic Condition

2020 ◽  
Vol 27 ◽  
Author(s):  
Santosh Y. Khatavi ◽  
K. Kantharaju
Keyword(s):  
Amino Acid ◽  
Acid Chloride ◽  
Acid Ester ◽  
Analytical Techniques ◽  
Peptide Bond ◽  
Amino Acid Ester ◽  
Acid Chlorides ◽  
Peptide Bond Formation ◽  
Green Protocol ◽  
Additional Base

Background: Agro-waste derived solvent media act as a greener process for the peptide bond formation using Nα - Fmoc-amino acid chloride and amino acid ester salt with in situ neutralization and coupling under biphasic condition. The Fmoc-amino acid chlorides are prepared by the reported procedure of freshly distilled SOCl2 with dry CH2Cl2. The protocol found many added advantages such as neutralization of amino acid ester salt and not required additional base for the neutralization, and directly coupling take place with Fmoc-amino acid chloride gave final product dipeptide ester in good to excellent yields. The protocol occurs with complete stereo chemical integrity of the configuration of substrates. Here, we revisited Schotten-Baumann condition, instead of using inorganic base. Objective: To develop green protocol for the synthesis of peptide bond using Fmoc-amino acid chloride with amino acid esters salt. Methods: The final product isolated is analyzed in several spectroscopic and analytical techniques such as FT-IR, 1H-, 13CNMR, Mass spectrometry and RP-HPLC to check stereo integrity and purity of the product. Conclusion: The present method developed greener using natural agro-waste (lemon fruit shell ash) derived solvent medium for the reaction and not required chemical entity.

Sign in / Sign up

Export Citation Format

Share Document