scholarly journals Enantioselective ester hydrolysis by an achiral catalyst co-embedded with chiral amphiphiles into a vesicle membrane

RSC Advances ◽  
2016 ◽  
Vol 6 (50) ◽  
pp. 44456-44458 ◽  
Author(s):  
M. Poznik ◽  
B. König
Keyword(s):  
Amino Acid ◽  
Ester Hydrolysis ◽  
Phospholipid Vesicle ◽  
Amino Acid Esters ◽  
Vesicle Membrane ◽  
Acid Esters

Co-embedding of an amphiphilic non-chiral hydrolysis catalyst with amphiphilic chiral additives into the membrane of a phospholipid vesicle induces different rates of ester hydrolysis for enantiomeric amino acid esters.

Destruction of Leishmania mexicana amazonensis amastigotes by leucine methyl ester: protection by other amino acid esters

Parasitology ◽  
1987 ◽  
Vol 95 (1) ◽  
pp. 31-41 ◽  
Author(s):  
Silvia C. Alfieri ◽  
V. Zilberfarb ◽  
M. Rabinovitch
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Protective Effect ◽  
Ester Hydrolysis ◽  
Amino Acid Esters ◽  
Protective Activity ◽  
Leishmania Mexicana ◽  
Effective Prevention ◽  
Infected Cells ◽  
Acid Esters

SUMMARYl-Amino acid esters, such as leucine methyl ester (Leu-OMe) can destroy intracellular as well as isolated amastigotes of Leishmania mexicana amazonensis by a mechanism which may involve ester hydrolysis by parasite enzymes. We show here that several other esters prevented the killing of the amastigotes by Leu-OMe. Destruction of Leishmania within macrophages in culture was assessed microscopically and viability of isolated parasites was monitored by reduction of the tetrazolium MTT. The main features of the protective effect were similar for intracellular and for isolated amastigotes. Thus, (i) effective prevention of parasite killing required that the protective ester be present in the medium prior to and during exposure of infected cells or parasites to Leu-OMe; (ii) the same esters protected intracellular and isolated Leishmania against damage by Leu-OMe. Ranks of protective activity, as determined on isolated amastigotes were: Gly-OBz > Tyr-OMe > Ile-OMe > Met-OMe > Val-OMe > Ala-OMe > Gly-OMe > D-Leu-OMe; (iii) several esters were inactive in both systems (Leu-OBz, Trp-OMe and Phe-OMe). Protective activity was associated with leishmanicidal (e.g. Gly-OBz, Tyr-OMe) as well as with non-leishmanicidal (e.g. Ile-OMe, Val-OMe) esters. The results are compatible with the hypothesis that protective esters inhibit the activity of parasite enzyme(s) which hydrolyse Leu-OMe.

Asymmetric Preparation of anti-β-Hydroxyα-amino Acid Esters

Synfacts ◽  
2006 ◽  
Vol 2006 (12) ◽  
pp. 1253-1253
Author(s):  
Y. Hamada ◽  
K. Makino ◽  
M. Iwasaki
Keyword(s):  
Amino Acid ◽  
Amino Acid Esters ◽  
Acid Esters

Antiviral activity of glycyrrhizic acid conjugates with amino acid esters against Zika virus

2021 ◽  
Vol 294 ◽  
pp. 198290
Author(s):  
Lidia A. Baltina ◽  
Mann-Jen Hour ◽  
Ya-Chi Liu ◽  
Young-Sheng Chang ◽  
Su-Hua Huang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Antiviral Activity ◽  
Zika Virus ◽  
Glycyrrhizic Acid ◽  
Amino Acid Esters ◽  
Acid Esters

Enantioselective Nucleophilic Aromatic Substitution Reaction of Azlactones to Synthesize Quaternary α-Amino Acid Derivatives

Synlett ◽  
2020 ◽  
Author(s):  
Xiaohua Liu ◽  
Yi Li ◽  
Hao Pan ◽  
Wang-Yuren Li ◽  
Xiaoming Feng
Keyword(s):  
Hydrogen Bonding ◽  
Charge Transfer ◽  
Amino Acid ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Amino Acid Derivatives ◽  
Amino Acid Esters ◽  
Aromatic Substitution ◽  
Charge Transfer Interaction ◽  
Acid Esters

AbstractAn asymmetric organocatalytic nucleophilic aromatic substitution reaction of azlactones with electron-deficient aryls was established. A variety of α-aryl α-alkyl α-amino acid esters and peptides were obtained in decent yields and stereoselectivities. A new bifunctional catalytic mode involving charge-transfer interaction and hydrogen bonding is proposed to explain the enantioselectivity.

ChemInform Abstract: CONVENIENT METHOD FOR THE PREPARATION OF N-CARBONYL-α-AMINO ACID ESTERS

1977 ◽  
Vol 8 (50) ◽  
pp. no-no
Author(s):  
YU. A. DAVIDOVICH ◽  
V. I. BUTAEVA ◽  
O. M. GALKIN ◽  
T. N. SENTSOVA ◽  
S. V. ROGOZHIN
Keyword(s):  
Amino Acid ◽  
Convenient Method ◽  
Amino Acid Esters ◽  
Acid Esters
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