Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins

Ruili Gao, Fachuang Lu, Yimin Zhu, Michael G. Hahn, John Ralph

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


Linking lignin model compounds to carrier proteins is required either to raise antibodies to them or to structurally screen antibodies raised against lignins or models. This paper describes 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.

Original languageEnglish (US)
Pages (from-to)7782-7788
Number of pages7
JournalJournal of agricultural and food chemistry
Issue number41
StatePublished - Oct 19 2016

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • General Agricultural and Biological Sciences


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