Figures & data
Figure 1 Commonly used arginine-specific reagents: phenylglyoxal (PG), 2,3-butanedione (BD) and 1,2-cyclohexanedione (CD).
Figure 2 Postulated reaction of arginine residue with 2,3-butanedione in the presence of borate ions [Citation9] (A) and with compound 6 (B).
![Figure 2 Postulated reaction of arginine residue with 2,3-butanedione in the presence of borate ions [Citation9] (A) and with compound 6 (B).](/cms/asset/1f80042b-a9d6-493a-b676-89c98c21c891/ienz_a_238260_f0002_b.gif)
Figure 3 Kinetics of inactivation of aldolase by compound 6. Reactions were initiated by the addition of varying concentrations of 6 to solutions containing aldolase in 0.1 M TEA buffer, pH 7.6, at 25°C. At the indicated times, 20 μL aliquots were removed and assayed for aldolase activity, as indicated in the experimental section. (A) Neperian logarithm of residual activity (RA) of rabbit muscle aldolase (2 μg/mL) at different incubation times of inhibitor 6. ([6] = 1.2 mM (▪), 2.1 mM (•), 3 mM (▴), 4.2 mM (♦)). (B) Half life of inactivation of aldolase plotted in Kitz-Wilson format vs the reciprocal of the concentration in inhibitor 6. An apparent Ki value of 3.6 mM and an apparent kinact value of 0.03 min− 1 were determined.
![Figure 3 Kinetics of inactivation of aldolase by compound 6. Reactions were initiated by the addition of varying concentrations of 6 to solutions containing aldolase in 0.1 M TEA buffer, pH 7.6, at 25°C. At the indicated times, 20 μL aliquots were removed and assayed for aldolase activity, as indicated in the experimental section. (A) Neperian logarithm of residual activity (RA) of rabbit muscle aldolase (2 μg/mL) at different incubation times of inhibitor 6. ([6] = 1.2 mM (▪), 2.1 mM (•), 3 mM (▴), 4.2 mM (♦)). (B) Half life of inactivation of aldolase plotted in Kitz-Wilson format vs the reciprocal of the concentration in inhibitor 6. An apparent Ki value of 3.6 mM and an apparent kinact value of 0.03 min− 1 were determined.](/cms/asset/87603921-b4be-4af0-a48d-fc93e5211c92/ienz_a_238260_f0003_b.gif)
Scheme 1 Reagents and conditions: a. HC(OCH3)3, H2SO4 (methanol). b. 2M aq. NaOH / CH3OH. c. Oxalyl chloride, CH2N2 (ethyl ether). d. Dibenzyl phosphate (toluene). e. (1) H2-Pd/C 10% (methanol), (2) cyclohexylamine (methanol). f. H+-Dowex resin (water).
