ERIC Number: EJ1218911
Record Type: Journal
Publication Date: 2019-Jun
Pages: 5
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Chemical Bioconjugation of Proteins in an Undergraduate Lab: One-Pot Oxidation and Derivatization of the N-Terminus
Yates, Nicholas D. J.; Brabham, Robin L.; Spears, Richard J.; Keenan, Tessa; Helliwell, Philip A.; Pugh, David S.; Parkin, Alison; Hurst, Glenn A.; Fascione, Martin A.
Journal of Chemical Education, v96 n6 p1245-1249 Jun 2019
A laboratory experiment introducing the concept of chemical bioconjugation of proteins to undergraduate students in a therapeutically relevant context was developed. Initially, students installed an aldehyde functionality into a protein via the oxidation of the N-terminal threonine residue of the cholera toxin subunit B (CTB) protein, which was followed by subsequent modification via hydrazone addition under mild conditions with a chromophore bearing a distinct UV-visabsorption peak. Students determined the yield of the reaction to be ca. 11% by HPLC coupled to UV-vis spectroscopy and developed key skills such as preparation of stock solutions, chemical manipulation of proteins, and analysis via HPLC. The reported experiment can be readily adapted for use with other proteins and may contribute to enhancing constructive alignment in interdisciplinary degree programs at the chemistry-biology interface.
Descriptors: College Science, Undergraduate Study, Science Laboratories, Chemistry, Biochemistry, Organic Chemistry, Science Experiments, Laboratory Experiments, Science Instruction
Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A