Tryptamines are a group of hallucinogenic drugs whose detection in body fluids could be simplified by immunochemical assay kits. Antibodies for these assays are obtained by the immunization of laboratory animals with conjugates of a hapten similar to the target analyte and a suitable protein. Therefore we synthesized novel haptens derived from tryptamine-based drugs, with N,N-dimethyltryptamine (DMT), 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) and N,N-diisopropyltryptamine (DiPT) selected as the target analytes. Their structures were modified with a short linker ended with a carboxylic group. The haptens were conjugated with bovine serum albumin (BSA) and rabbits were immunized with the conjugates. The obtained polyclonal antibodies showed good reactivity and the LOD of the constructed ELISAs was in the range 0.006-0.254 ng mL-1. Thus, they are suitable for the development of immunochemical assay kits.

Department of Biochemistry and Microbiology University of Chemistry and Technology Technická 3 166 28 Praha 6 Dejvice Czech Republic

Department of Chemistry of Natural Compounds University of Chemistry and Technology Technická 5 166 28 Praha 6 Dejvice Czech Republic 420 220 444 422 420 220 444 432

Department of Organic Chemistry University of Chemistry and Technology Technická 5 166 28 Praha 6 Dejvice Czech Republic

Forensic Laboratory of Biologically Active Substances University of Chemistry and Technology Technická 3 166 28 Praha 6 Dejvice Czech Republic

See more in PubMed

Schultes R. E. J. Psychoact. Drugs. 1982;14:205–220. doi: 10.1080/02791072.1982.10471930. PubMed DOI

Shulgin A. and Shulgin A., TiHKAL: The Continuation, Transform Press, California, 1st edn, 1997

King L. A. Meer A. J. P. V.-D. Sci. Justice. 2001;41:200–202. doi: 10.1016/S1355-0306(01)71891-6. PubMed DOI

Páleníček T. Kuchař M. Addictology. 2011;11:208–214.

Nakazono Y. Tsujikawa K. Kuwayama K. Kanamori T. Iwata Y. T. Miyamoto K. Kasuya F. Inoue H. Forensic Toxicol. 2014;32:154–161. doi: 10.1007/s11419-013-0208-3. PubMed DOI PMC

Meyer M. R. Caspar A. Brandt S. D. Maurer H. H. Anal. Bioanal. Chem. 2014;406:225–237. doi: 10.1007/s00216-013-7425-9. PubMed DOI

Skerritt J. H. Guihot S. L. McDonald S. E. Culvenor R. A. J. Agric. Food Chem. 2000;48:27–32. doi: 10.1021/jf990452z. PubMed DOI

Yamaguchi M. Saito T. Horiguchi Y. Ogawa K. Tsuchiya Y. Hishinuma K. Chikuma T. Makino Y. Hojo H. J. Health Sci. 2004;50:600–604. doi: 10.1248/jhs.50.600. DOI

Brandt S. D. Freeman S. Fleet I. A. McGagh P. Alder J. F. Analyst. 2005;130:330–344. doi: 10.1039/B413014F. PubMed DOI

Fojtikova L. Sulakova A. Blazkova M. Holubova B. Kuchar M. Miksatkova P. Lapcik O. Fukal L. Toxicol. Rep. 2018;5:65–75. doi: 10.1016/j.toxrep.2017.12.004. PubMed DOI PMC

Fojtikova L. Fukal L. Blazkova M. Sykorova S. Kuchar M. Miksatkova P. Lapcik O. Holubova B. Food Anal. Methods. 2016;9:3179–3186. doi: 10.1007/s12161-016-0511-9. PubMed DOI

Speeter M. E. Anthony W. C. J. Am. Chem. Soc. 1954;76:6208–6210. doi: 10.1021/ja01652a113. DOI

Chen C. Y. Senanayake C. H. Bill T. J. Larsen R. D. Verhoeven T. R. Reider P. J. J. Org. Chem. 1994;59:3738–3741. doi: 10.1021/jo00092a046. DOI

Yatsimirskaya E. A. Gavrilova E. M. Egorov A. M. Levashov A. V. Steroids. 1993;58:547–550. doi: 10.1016/0039-128X(93)90033-J. PubMed DOI

Heinzelman R. V. Szmuszkovicz J. Fortschr. Arzneimittelforsch. 1963;5:75–150. PubMed

Nakagawa M. Yoshikawa K. Hino T. J. Am. Chem. Soc. 1975;97:6496–6501. doi: 10.1021/ja00855a035. PubMed DOI

Kim S. S., Ahn J. H., Cheon H. G., Rhee S. D. and Kang N. S., et al., US pat., 048570, 2010

Baker B. R. Lee W. W. Skinner W. A. Martinez A. P. Tong E. J. Med. Pharm. Chem. 1960;2:633–657. doi: 10.1021/jm50013a004. PubMed DOI

Ahlstrom M. M. Ridderstrom M. Zamora I. Luthman K. J. Med. Chem. 2007;50:4444–4452. doi: 10.1021/jm0705096. PubMed DOI

Hunsberger I. M. Shaw E. R. Fugger J. Ketcham R. Lednicer D. J. Org. Chem. 1956;21:394–399. doi: 10.1021/jo01110a004. DOI

Felkin H. Gault Y. Roussi G. Tetrahedron. 1970;26:3761–3778. doi: 10.1016/S0040-4020(01)92953-9. DOI

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