Table 3.

Distances (in Å units) for Ligand Binding in Complexes of ADH

Structure	NAD C4N - Lig “C”a	Zn - Lig O	Ser48 OG - Lig O
PFB b, A subunit	3.36 ± 0.02	1.97 ± 0.01	2.48 ± 0.01
B subunit	3.36 ± 0.03	1.98 ± 0.01	2.52 ± 0.03
TFE b, A subunit	3.43 ± 0.03	1.97 ± 0.01	2.48 ± 0.01
B subunit	3.42 ± 0.06	1.98 ± 0.01	2.47 ± 0.10
FAlc c, ave of 4	3.40 ± 0.03*	1.96 ± 0.02*	2.52 ± 0.02*
1P1R, ave of 4d	3.48 ± 0.09	2.15 ± 0.04*	2.72 ± 0.03*
3BTO, ave of 4e	3.56 ± 0.03*	2.10 ± 0.04*	2.67 ± 0.04*

^aThe ligands (Lig) and the atoms corresponding to the reactive carbon (“C”) are pentafluorobenzyl alcohol (C7), trifluoroethanol (C1, labeled as C2 for “ETF” in the PDB file), N-1-methylhexylformamide (C1), 3-butylthiolane 1-oxide (S6).

^bThe distances and errors calculated with SHELXL.

^cThe distances for the four values for the fluoroalcohols from the REFMAC refinements were averaged and compared to the averages of the four distances for the complexes with methylhexylformamide and 3-butylthiolane 1-oxide, and the * indicates that the differences relative to the complexes with fluoroalcohols were significant at p <0.01.

^dX-ray data for NADH and (R)-N-1-methylhexylformamide [CH₃(CH₂)₄CH(CH₃)NHCHO], K_i = 15 μM, complexed with ADH at 1.57 Å resolution; average of 4 subunits.⁶⁶

^eX-ray data for NADH and (1S,3S)-3-butylthiolane 1-oxide, K_i = 0.72 μM, complexed with ADH at 1.66 Å resolution; average of 4 subunits.³⁷