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Flexible Method for Conjugation of Phenol Lignin Model Compounds to Carrier Proteins.
Journal of Agricultural and Food Chemistry 2016 October 4
Linking lignin model compounds to carrier proteins is required in order either to raise antibodies to them or to structurally screen antibodies raised against lignins or models. We describe a flexible method to link phenolic compounds of interest to cationic bovine serum albumin (cBSA) without interfering with their important structural features. With the guaiacylglycerol-β-guaiacyl ether dimer, for example, the linking was accomplished in 89% yield with the number of dimers per carrier protein being as high as 50; NMR experiments on a 15N- and 13C-labeled conjugation product indicated that 13 dimers were added to the native lysine residues and the remainder (~37) to the amine moieties on the ethylenediamine linkers added to BSA; ~32% of the available primary amine groups on cBSA were therefore conjugated to the hapten. This loading is suitable for attempting to raise new antibodies to plant lignins and for screening.
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