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Title: Flexible method for conjugation of phenolic lignin model compounds to carrier proteins

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. As a result, this loading is suitable for attempting to raise new antibodies to plant lignins and for screening.
 [1] ;  [1] ;  [2] ;  [3] ;  [1]
  1. Univ. of Wisconsin, Madison, WI (United States). Dept. of Biochemistry and DOE Great Lakes Bioenergy Research Center
  2. Pennsylvania State Univ., University Park, PA (United States). Dept. of Chemistry
  3. Univ. of Georgia, Athens, GA (United States). Complex Carbohydrate Research Center
Publication Date:
Grant/Contract Number:
Published Article
Journal Name:
Journal of Agricultural and Food Chemistry
Additional Journal Information:
Journal Volume: 64; Journal Issue: 41; Journal ID: ISSN 0021-8561
American Chemical Society
Research Org:
Univ. of Wisconsin, Madison, WI (United States)
Sponsoring Org:
USDOE Office of Science (SC), Biological and Environmental Research (BER) (SC-23)
Country of Publication:
United States
59 BASIC BIOLOGICAL SCIENCES; lignin model dimer; lignification; antibody; cBSA-conjugation; NMR
OSTI Identifier:
Alternate Identifier(s):
OSTI ID: 1331814