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ERIC Number: EJ1062163
Record Type: Journal
Publication Date: 2015-Mar
Pages: 4
Abstractor: As Provided
Reference Count: 15
ISBN: N/A
ISSN: ISSN-0021-9584
Dipeptide Structural Analysis Using Two-Dimensional NMR for the Undergraduate Advanced Laboratory
Gonzalez, Elizabeth; Dolino, Drew; Schwartzenburg, Danielle; Steiger, Michelle A.
Journal of Chemical Education, v92 n3 p557-560 Mar 2015
A laboratory experiment was developed to introduce students in either an organic chemistry or biochemistry lab course to two-dimensional nuclear magnetic resonance (2D NMR) spectroscopy using simple biomolecules. The goal of this experiment is for students to understand and interpret the information provided by a 2D NMR spectrum. Students are provided three unknown samples: a dipeptide and each of the two amino acids that make up the dipeptide. A Fourier transform- NMR (60 MHz) instrument is used to record standard proton ([superscript 1]H) NMR spectra for each of the unknown samples. By interpreting the [superscript 1]H NMR spectra for the two single amino acid unknown samples, students identify the amino acids in the dipeptide. For the dipeptide molecule, students record the [superscript 1]H and correlation spectroscopy (COSY or [superscript 1]H-[superscript 1]H) NMR spectra. The students use the COSY spectrum information to assign all of the proton peaks in the more complicated 1D [superscript 1]H spectrum of the dipeptide. A comparative analysis of the NMR spectra for dipeptides with the same amino acid constituents reveals that the order in which the amino acids are connected in the dipeptide influences the chemical shift of at least the a-protons.
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: Department of Education (ED)
Authoring Institution: N/A
IES Grant or Contract Numbers: P031C080184