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(±)-2-(N-tert-Butylamino)-3'-[(125)I]-iodo-4'-azidopropiophenone: a dopamine transporter and nicotinic acetylcholine receptor photoaffinity ligand based on bupropion (Wellbutrin, Zyban).

Lapinsky DJ, Aggarwal S, Nolan TL, Surratt CK, Lever JR, Acharya R, Vaughan RA, Pandhare A, Blanton MP.

Bioorg Med Chem Lett. 2012 Jan 1;22(1):523-6. doi: 10.1016/j.bmcl.2011.10.086. Epub 2011 Nov 4.


Structural and functional interaction of (±)-2-(N-tert-butylamino)-3'-iodo-4'-azidopropiophenone, a photoreactive bupropion derivative, with nicotinic acetylcholine receptors.

Arias HR, Feuerbach D, Targowska-Duda KM, Aggarwal S, Lapinsky DJ, Jozwiak K.

Neurochem Int. 2012 Dec;61(8):1433-41. doi: 10.1016/j.neuint.2012.10.011. Epub 2012 Oct 26. Erratum in: Neurochem Int. 2013 Nov;63(5):533.


Bupropion binds to two sites in the Torpedo nicotinic acetylcholine receptor transmembrane domain: a photoaffinity labeling study with the bupropion analogue [(125)I]-SADU-3-72.

Pandhare A, Hamouda AK, Staggs B, Aggarwal S, Duddempudi PK, Lever JR, Lapinsky DJ, Jansen M, Cohen JB, Blanton MP.

Biochemistry. 2012 Mar 27;51(12):2425-35. doi: 10.1021/bi300101r. Epub 2012 Mar 15.


Azido-iodo-N-benzyl derivatives of threo-methylphenidate (Ritalin, Concerta): Rational design, synthesis, pharmacological evaluation, and dopamine transporter photoaffinity labeling.

Lapinsky DJ, Velagaleti R, Yarravarapu N, Liu Y, Huang Y, Surratt CK, Lever JR, Foster JD, Acharya R, Vaughan RA, Deutsch HM.

Bioorg Med Chem. 2011 Jan 1;19(1):504-12. doi: 10.1016/j.bmc.2010.11.002. Epub 2010 Nov 4.


Bupropion and its photoreactive analog (±)-SADU-3-72 interact with luminal and non-luminal sites at human α4β2 nicotinic acetylcholine receptors.

Arias HR, Feuerbach D, Ortells MO.

Neurochem Int. 2016 Nov;100:67-77. doi: 10.1016/j.neuint.2016.08.013. Epub 2016 Sep 6.


Synthesis of selective agonists for the α7 nicotinic acetylcholine receptor with in situ click-chemistry on acetylcholine-binding protein templates.

Yamauchi JG, Gomez K, Grimster N, Dufouil M, Nemecz A, Fotsing JR, Ho KY, Talley TT, Sharpless KB, Fokin VV, Taylor P.

Mol Pharmacol. 2012 Oct;82(4):687-99. Epub 2012 Jul 11.


Design and synthesis of a novel photoaffinity ligand for the dopamine and serotonin transporters based on 2beta-carbomethoxy-3beta-biphenyltropane.

Newman AH, Cha JH, Cao J, Kopajtic T, Katz JL, Parnas ML, Vaughan R, Lever JR.

J Med Chem. 2006 Nov 2;49(22):6621-5.


Novel azido and isothiocyanato analogues of [3-(4-phenylalkylpiperazin-1-yl)propyl]bis(4-fluorophenyl)amines as potential irreversible ligands for the dopamine transporter.

Cao J, Lever JR, Kopajtic T, Katz JL, Pham AT, Holmes ML, Justice JB, Newman AH.

J Med Chem. 2004 Dec 2;47(25):6128-36.


A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone.

Lapinsky DJ, Aggarwal S, Huang Y, Surratt CK, Lever JR, Foster JD, Vaughan RA.

Bioorg Med Chem. 2009 Jun 1;17(11):3770-4. doi: 10.1016/j.bmc.2009.04.057. Epub 2009 May 3.


Differential binding of tropane-based photoaffinity ligands on the dopamine transporter.

Vaughan RA, Agoston GE, Lever JR, Newman AH.

J Neurosci. 1999 Jan 15;19(2):630-6.


Lobeline analogs with enhanced affinity and selectivity for plasmalemma and vesicular monoamine transporters.

Miller DK, Crooks PA, Zheng G, Grinevich VP, Norrholm SD, Dwoskin LP.

J Pharmacol Exp Ther. 2004 Sep;310(3):1035-45. Epub 2004 Apr 30.


Comparison of the effects of bupropion on nicotinic receptor-evoked [(3)H]dopamine release from rat striatal synaptosomes and slices.

Sidhpura N, Redfern P, Wonnacott S.

Eur J Pharmacol. 2007 Jul 12;567(1-2):102-9. Epub 2007 Apr 6.


Enantioselective effects of hydroxy metabolites of bupropion on behavior and on function of monoamine transporters and nicotinic receptors.

Damaj MI, Carroll FI, Eaton JB, Navarro HA, Blough BE, Mirza S, Lukas RJ, Martin BR.

Mol Pharmacol. 2004 Sep;66(3):675-82.


Evolution of a Compact Photoprobe for the Dopamine Transporter Based on (±)-threo-Methylphenidate.

Lapinsky DJ, Yarravarapu N, Nolan TL, Surratt CK, Lever JR, Tomlinson M, Vaughan RA, Deutsch HM.

ACS Med Chem Lett. 2012 May 10;3(5):378-382. Epub 2012 Mar 11.


5-Iodo-A-85380, an alpha4beta2 subtype-selective ligand for nicotinic acetylcholine receptors.

Mukhin AG, Gündisch D, Horti AG, Koren AO, Tamagnan G, Kimes AS, Chambers J, Vaupel DB, King SL, Picciotto MR, Innis RB, London ED.

Mol Pharmacol. 2000 Mar;57(3):642-9.

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