Amino-Acid-Catalyzed Direct Aldol Bioconjugation

Howard, T. S., Cohen, R. D., Nwajiobi, O., Muneeswaran, Z. P., Sim, Y. E., Lahankar, N. N., Yeh, J. T., Raj, M. (August 2018) Amino-Acid-Catalyzed Direct Aldol Bioconjugation. Org Lett. ISSN 1523-7052

DOI: 10.1021/acs.orglett.8b02265


A site-specific bioconjugation was developed based on direct aldol coupling using amino-acid-derived organocatalysts. The functionalization exhibits fast kinetics and occurs under mild, biocompatible conditions (viz., aqueous media, moderate temperature, and neutral pH). The resulting bioconjugates were found to be stable toward abundant aldolase enzymes, as well as acidic and basic pH. The methodology was demonstrated through conjugation of a variety of small molecules, dyes, and peptides to proteins, including a single-domain antibody, which was then used for cellular imaging.

Item Type: Paper
Subjects: bioinformatics > genomics and proteomics > genetics & nucleic acid processing > protein structure, function, modification > protein types > antibodies
CSHL Authors:
Communities: CSHL Cancer Center Shared Resources > Antibody and Phage Display Service
CSHL Cancer Center Program > Cellular Communication in Cancer Program
Depositing User: Matthew Dunn
Date: 20 August 2018
Date Deposited: 21 Aug 2018 19:27
Last Modified: 26 Oct 2020 18:35
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