Enantiodiscrimination of methamphetamine by circular dichroism using a porphyrin tweezer

• Published in: Chirality (New York, N.Y.) Vol. 22; no. 4; pp. 398 - 402
• Main Authors: Anderson, Marcus, Wilcox, Katie, Guericke, Mike, Chu, Han, Wilson, Mark V., Wilson, Erin, Lucas, Kerry, Holmes, Andrea E.
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 05.05.2010
• Subjects: bisignate-shaped CD spectrum; Chemistry Techniques, Analytical - methods; chiral drugs; Chirality; Circular Dichroism - methods; Circularity; color changes; Dichroism; Drug Carriers; ECCD; enantiomers; Excitation spectra; Magnetic Resonance Spectroscopy; Methamphetamine; Methamphetamine - analysis; Methamphetamine - chemistry; Models, Chemical; Molecular Structure; Porphyrins; Porphyrins - chemistry; Regression Analysis; Reproduction; Spectrophotometry, Ultraviolet - methods; Spectroscopy; Stereoisomerism; Temperature; Ultraviolet Rays
• ISSN: 0899-0042; 1520-636X
• DOI: 10.1002/chir.20752

Using exciton‐coupled circular dichroism (ECCD) spectroscopy, our lab was able to differentiate between the two enantiomers of methamphetamine using a commercially available porphyrin tweezer as an achiral host. The host–guest complex formed with (+)‐(S)‐methamphetamine produced a negative bisignate‐shaped ECCD spectrum, whereas the complex formed with (−)‐(R)‐methamphetamine produced a positive one. This sensitive technique could serve as an alternative method for the enantiodiscrimination of chiral methamphetamine, a commonly abused drug in the United States. Chirality 2010. © 2009 Wiley‐Liss, Inc.