Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins
Abstract
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.
- Authors:
-
- Department of Biochemistry, University of Wisconsin—Madison, Madison, Wisconsin 53706, United States, DOE Great Lakes Bioenergy Research Center, Wisconsin Energy Institute, University of Wisconsin—Madison, Madison, Wisconsin 53726, United States
- Department of Chemistry, The Pennsylvania State University, Altoona College, 3000 Ivyside Park, Altoona, Pennsylvania 16601, United States
- Complex Carbohydrate Research Center, The University of Georgia, Athens, Georgia 30602, United States
- Publication Date:
- Research Org.:
- Univ. of Wisconsin, Madison, WI (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Biological and Environmental Research (BER)
- OSTI Identifier:
- 1328600
- Alternate Identifier(s):
- OSTI ID: 1331814
- Grant/Contract Number:
- SC0006930
- Resource Type:
- Published Article
- Journal Name:
- Journal of Agricultural and Food Chemistry
- Additional Journal Information:
- Journal Name: Journal of Agricultural and Food Chemistry Journal Volume: 64 Journal Issue: 41; Journal ID: ISSN 0021-8561
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; lignin model dimer; lignification; antibody; cBSA-conjugation; NMR
Citation Formats
Gao, Ruili, Lu, Fachuang, Zhu, Yimin, Hahn, Michael G., and Ralph, John. Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins. United States: N. p., 2016.
Web. doi:10.1021/acs.jafc.6b04273.
Gao, Ruili, Lu, Fachuang, Zhu, Yimin, Hahn, Michael G., & Ralph, John. Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins. United States. https://doi.org/10.1021/acs.jafc.6b04273
Gao, Ruili, Lu, Fachuang, Zhu, Yimin, Hahn, Michael G., and Ralph, John. Tue .
"Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins". United States. https://doi.org/10.1021/acs.jafc.6b04273.
@article{osti_1328600,
title = {Flexible Method for Conjugation of Phenolic Lignin Model Compounds to Carrier Proteins},
author = {Gao, Ruili and Lu, Fachuang and Zhu, Yimin and Hahn, Michael G. and Ralph, John},
abstractNote = {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.},
doi = {10.1021/acs.jafc.6b04273},
journal = {Journal of Agricultural and Food Chemistry},
number = 41,
volume = 64,
place = {United States},
year = {Tue Oct 11 00:00:00 EDT 2016},
month = {Tue Oct 11 00:00:00 EDT 2016}
}
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https://doi.org/10.1021/acs.jafc.6b04273
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