ChemInform Abstract: Selectivity in Carbonic Anhydrase Catalyzed Hydrolysis of Standard N- Acetyl-DL-amino Acid Methyl Esters.

ChemInform ◽  
2010 ◽  
Vol 24 (41) ◽  
pp. no-no
Author(s):  
R. CHENEVERT ◽  
R. BEL RHLID ◽  
M. LETOURNEAU ◽  
R. GAGNON ◽  
L. D'ASTOUS
1993 ◽  
Vol 4 (6) ◽  
pp. 1137-1140 ◽  
Author(s):  
Robert Chênevert ◽  
Rachid Bel Rhlid ◽  
Martin Létourneau ◽  
René Gagnon ◽  
Linda D'Astous

Author(s):  
Anastasiia Riabchenko ◽  
Olga Shablykina ◽  
Serhiy Shilin ◽  
Svitlana Chumachenko ◽  
Volodymyr Khilya

The creation of new amino acid derivatives of 4-(1-oxo-1H-isochromen-3-yl)benzenesulfonyl chloride 1 was investigated. The interaction of the sulfonyl chloride 1 with amino acid methyl esters (hydrochlorides) in 1,4-dioxane in the presence of triethylamine led to the corresponding amino acid sulfonamide derivatives of isocoumarin. The reaction of the sulfonyl chloride 1 with phenylalanine in the basic aqueous solution was complicated by the lactone system disclosure and led to 2'-carboxydeoxybenzoin ultimately (namely, 2-(2-(4-(N-(1-carboxy-2-phenylethyl)sulfamoyl)phenyl)-2-oxoethyl)benzoic acid). Similar product was obtained by the alkali hydrolysis of methyl ((4-(1-oxo-1H-isochromen-3-yl)phenyl)sulfonyl)leucinate.


Parasitology ◽  
1988 ◽  
Vol 96 (2) ◽  
pp. 289-296 ◽  
Author(s):  
M. Rabinovitch ◽  
V. Zilberfarb

SummaryL-amino acid esters such as leucine methyl ester (Leu-OMe) destroy Leishmania mexicana amazonensis amastigotes by a mechanism which may involve hydrolysis of the compounds by parasite enzymes. Moreover, several esters (e.g. Ile-OMe) prevent the killing of parasites by Leu-OMe, perhaps by inhibition of the hydrolytic enzymes. We show here that certain amino acid amides are also leishmanicidal. Killing of Leishmania within macrophages was assessed microscopically, and that of isolated amastigotes was measured by reduction of the tetrazolium MTT. Amino acid amides were generally less active than the methyl esters and several were more toxic to the macrophages, as determined by inspection of Giemsa-stained preparations. Ranks of activity of the amides on isolated amastigotes were Trp > Leu > Phe > Met > Tyr. The amides of Ala, Gly, Val, Ile, His and D-Leu were inactive. This pattern of activity is similar to that of amino acid methyl esters. Ile-NH2 and a few other amides protected intracellular as well as isolated parasites from killing by Leu-OMe. Conversely, Ile-OMe reduced the toxicity of Leu-NH2 for isolated amastigotes. None of the esters or amides assayed prevented the destruction of Leishmania by Trp-NH2. The results are compatible with the view that amino acid esters and amides may be recognized by the same or similar parasite enzymes.


ChemInform ◽  
2004 ◽  
Vol 35 (17) ◽  
Author(s):  
Antonella Leggio ◽  
Adolfo Le Pera ◽  
Angelo Liguori ◽  
Anna Napoli ◽  
Claudio Romeo ◽  
...  

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