D-Leucine ethyl ester hydrochloride (BAT-003497)
* For research use only

Category
D-Amino Acids
Catalog number
BAT-003497
CAS number
73913-65-2
Molecular Formula
C8H17NO2·HCl
Molecular Weight
195.70
D-Leucine ethyl ester hydrochloride
Synonyms
D-Leu-OEt HCl; (R)-2-amino-4-methyl-pentanoic acid ethyl ester hydrochloride; Ethyl D-leucinate hydrochloride
Appearance
White powder
Purity
≥ 99%
Melting Point
121-127 °C
Boiling Point
191.4ºC at 760 mmHg
Storage
Store at 2-8 °C
1.Inhibition of chymotrypsin by fluorinated alpha-keto acid derivatives.
Parisi MF1, Abeles RH. Biochemistry. 1992 Oct 6;31(39):9429-35.
A series of fluorinated alpha-keto acid derivatives [PhCHFCOCO2R,PhCH2CHFCOCO2R,PhCF2-COCO2R, and PhCH2CF2COCO2R (R = H, Me, and Et)] was synthesized. They were inhibitors of chymotrypsin, with Ki values ranging from 4700 to 15 microM. Benzylpyruvic derivatives were generally more potent than the corresponding phenylpyruvic analogs. Esters of the first series were also more potent than their corresponding acids, and potency increased with the number of fluorine atoms. By replacing the ethoxy group of PhCH2CF2COCO2Et (15b) with an amino acid chain (i.e., alanyl-leucyl-arginine methyl ester hydrochloride and alanyl-leucyl-valine ethyl ester), the resultant peptides PhCH2CF2COCO-Ala-Leu-Arg-OMe.HCl.H2O (20) and PhCH2CF2COCO-Ala-Leu-Val-OEt.H2O (23) were found to be slow-binding inhibitors of chymotrypsin with considerably lower Ki values (0.19 and 3.6 microM, respectively). 19F NMR studies indicate, in the case of 20, the presence of an enzyme-inhibitor complex with a hemiketal structure similar to those observed between trifluoromethyl ketones and chymotrypsin.
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