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. 2012 Mar 30;7(3):e33589. doi: 10.1371/journal.pone.0033589

Table 1. Binding of pure organic compounds to selected recombinant LstiGOBP2.

Ligands LstiGOBP2 Ligands LstiGOBP2
IC50 Int Ki IC50 Int Ki
Aliphatic alcohols Aromatic compounds
1-Hexanol 11 42 6.5 Benzaldehyde 19 48 11.2
Cis-3- hexen-1-ol 19 49 11.2 Cinnamaldehyde 17 45 10
Cis-2-hexen-1-ol 24 59 14.1 Phenyl acetaldchyde 20 50 11.8
4-Hexen-1-ol 26 58 15.3 2,4-Di-tert-butylphenol 20 50 11.8
1-Heptanol 10.5 40 6.2 Dimethyl phthalate 36 64 21.2
6-Methyl-5-hepten-2-ol 28 63 16.5 Methyl salicylate - 83 -
Iso-octanol 28 58 16.5 Terpenoids
Aliphatic aldehydes α-ionone 8 39 4.7
1-Pentanal 14 46 8.2 β-ionone 11 37 6.5
1-Hexanal 12.5 36 7.3 Myrcene 25 56 14.7
Trans-2-hexenal 10.5 50 6.2 Camphene 23 54 13..5
1-Heptanal 24 52 14.1 Camphor 14 41 8.2
1-Octanal 24 52 14.1 (-)-Linalool 28 53 16.5
1-Nonanal 39 66 22.9 Geraniol 22 54 12.9
Aliphatic ketones (-)-Trans-caryophyllene - 86 -
6-Methyl-5-hepten-2-one 28 64 16.5 Heterocyclic compound
Aliphatic ester derivatives Benzothiazole 22 52 12.9
Cis-3-hexenyl acetate 29 57 17.1 Sex pheromone component
Trans-2-hexenyl acetate 28 59 16.5 Trans-11-tetradecen-1-yl acetate 18 48 10.6
Dimethyl phthalate 20 50 11.8

Solution of protein was at 2 µM, and the added concentration of 1-NPN was in line with the dissociation constants of LstiGOBP2/1-NPN complex calculated. Then the mixed solution was titrated with 1 mM solution of each ligand in methanol to final concentrations of 2–50 µM. For the protein, we report the fluorescence intensity (Int) measured at the ligand concentration (20 µM) as percent of the initial fluorescence, the concentration of ligand halving the initial fluorescence intensity (IC50), where applicable, and the relative dissociation constant (Ki) calculated as described in “Materials and methods”. Dissociation constants of ligands whose IC50 exceeded 50 mM are represented as “-”. Other potential ligands were tested, but the remaining 17 potential ligands did not bind LstiGOBP2. These compounds included1-Octen-3-ol, Trans-2-hexen-1-ol, R-(+)-Limonene, α-Phellandrene, α-Terpineol, Nerolidol, α-Pinene, Octadecene, Methyl anthranilate, Methyl palmitate, Undecane, Dodecane, Tridecane, Tetradecane, Pentadecane, Hexadecan and Heptadecane.