Journal of the American Chemical Society
Communication
(7) Moreno, A. Y.; Mayorov, A. V.; Janda, K. D. Impact of distinct
chemical structures for the development of a methamphetamine
vaccine. J. Am. Chem. Soc. 2011, 133 (17), 6587−95.
(8) Shen, X. Y.; Kosten, T. A.; Lopez, A. Y.; Kinsey, B. M.; Kosten,
T. R.; Orson, F. M. A vaccine against methamphetamine attenuates its
behavioral effects in mice. Drug Alcohol Depend. 2013, 129 (1−2),
41−8.
(9) Collins, K. C.; Schlosburg, J. E.; Bremer, P. T.; Janda, K. D.
Methamphetamine Vaccines: Improvement through Hapten Design.
J. Med. Chem. 2016, 59 (8), 3878−85.
(10) Gooyit, M.; Miranda, P. O.; Wenthur, C. J.; Ducime, A.; Janda,
K. D. Influencing Antibody-Mediated Attenuation of Methamphet-
amine CNS Distribution through Vaccine Linker Design. ACS Chem.
Neurosci. 2017, 8 (3), 468−472.
(+)-METH-associated stereotypy and lethality. These results
suggest that (S)MLMH-TT presents a viable candidate for
further consideration in more advanced rodent and nonhuman
primate preclinical models.
ASSOCIATED CONTENT
■
S
* Supporting Information
The Supporting Information is available free of charge on the
Experimental procedures, NMR spectra, supplementary
(11) Ruedi-Bettschen, D.; Wood, S. L.; Gunnell, M. G.; West, C. M.;
Pidaparthi, R. R.; Carroll, F. I.; Blough, B. E.; Owens, S. M.
Vaccination protects rats from methamphetamine-induced impair-
ment of behavioral responding for food. Vaccine 2013, 31 (41),
4596−4602.
AUTHOR INFORMATION
■
Corresponding Author
(12) Stevens, M. W.; Gunnell, M. G.; Tawney, R.; Owens, S. M.
Optimization of a methamphetamine conjugate vaccine for antibody
production in mice. Int. Immunopharmacol. 2016, 35, 137−141.
(13) Miller, M. L.; Aarde, S. M.; Moreno, A. Y.; Creehan, K. M.;
Janda, K. D.; Taffe, M. A. Effects of active anti-methamphetamine
vaccination on intravenous self-administration in rats. Drug Alcohol
Depend. 2015, 153, 29−36.
(14) Harris, J. E.; Baldessarinig, R. J. Uptake of (3H)-catecholamines
by homogenates of rat corpus striatum and cerebral cortex: effects of
amphetamine analogues. Neuropharmacology 1973, 12 (7), 669−679.
(15) Miller, M. L.; Moreno, A. Y.; Aarde, S. M.; Creehan, K. M.;
Vandewater, S. A.; Vaillancourt, B. D.; Wright, M. J., Jr.; Janda, K. D.;
Taffe, M. A. A methamphetamine vaccine attenuates methamphet-
amine-induced disruptions in thermoregulation and activity in rats.
Biol. Psychiatry 2013, 73 (8), 721−8.
ORCID
Present Addresses
†M.E.O.: Assistant Professor of Medicinal Chemistry,
Roosevelt University, College of Pharmacy, 1400 N. Roosevelt
Blvd., Schaumburg, IL 60173
‡T.S.: Astellas Pharma Inc., Modality Research Lab, 21,
Miyukigaoka, Tsukuba-shi, Ibaraki 305-8585, Japan
Author Contributions
§These authors contributed equally.
Notes
The authors declare no competing financial interest.
(16) Nguyen, J. D.; Bremer, P. T.; Hwang, C. S.; Vandewater, S. A.;
Collins, K. C.; Creehan, K. M.; Janda, K. D.; Taffe, M. A. Effective
active vaccination against methamphetamine in female rats. Drug
Alcohol Depend. 2017, 175, 179−186.
ACKNOWLEDGMENTS
■
Research was supported by the National Institutes of Health
grants R01 DA024705 (K.D.J.) and F32 DA044692 (M.E.O.),
and the Skaggs Institute for Chemical Biology (K.D.J.).
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