. Author manuscript; available in PMC: 2013 Jan 15.

Published in final edited form as: Chemistry. 2010 Dec 3;16(45):13528–13538. doi: 10.1002/chem.201000637

Table 2.

Apparent association constants (K_a) of isoquinolinylboronic acids with representative carbohydrates^[a]

Isoquinolinyl boronic acids^[a]	Methyl-α-D-glucopyranose		Cis-cyclohexanediol		cyclohexanol
Isoquinolinyl boronic acids^[a]	K_a (M^-1)	ΔI_max/I₀	K_a (M^-1)	ΔI_max/I₀	K_a (M^-1)	ΔI_max/I₀
8-IQBA	Not observed	×	0.4 ± 0.0	15	Not observed	×
5-IQBA	Not observed	×	1.1 ± 0.8	−66%	Not observed	×
4-IQBA	3.3 ± 0.9	1	0.8 ± 0.2	6	Not observed	×
6-IQBA	2.1 ± 1.4	−30%	1.0 ± 0.2	−71%	4 ± 1	3
8-QBA	Not observed	×	1.2 ± 0.7	23	Not observed	×
6-MDDCQ	Not observed	×	2.0 ± 0.2	−75%	Not observed	×

^[a]

Binding studies were conducted in phosphate buffer (0.1 M) at pH 7.4 (all the experiments were duplicated).