tailieunhanh - Báo cáo khoa học: a-Conotoxin GI benzoylphenylalanine derivatives 1 H-NMR structures and photoaffinity labeling of the Torpedo californicanicotinic acetylcholine receptor

a-Conotoxins are small peptides from cone snail venoms that function as nicotinic acetylcholine receptor (nAChR)-competitive antagonists differenti-ating between nAChR subtypes. Current understanding about the mechan-ism of these selective interactions is based largely on mutational analyses, which identify amino acids in the toxin and nAChR that determine the energetics of ligand binding. | ềFEBS Journal a-Conotoxin GI benzoylphenylalanine derivatives 1H-NMR structures and photoaffinity labeling of the Torpedo californica nicotinic acetylcholine receptor Igor E. Kasheverov1 David C. Chiara2 Maxim N. Zhmak1 Innokenty V. Maslennikov1 Vladimir S. Pashkov1 Alexander S. Arseniev1 Yuri N. Utkin1 Jonathan B. Cohen2 and Victor I. Tsetlin1 1 Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry Russian Academy of Sciences Moscow Russia 2 Department of Neurobiology Harvard Medical School Boston MA USA Keywords a-conotoxin GI benzophenone analogs nicotinic acetylcholine receptor NMR structures photoaffinity labeling Correspondence V. I. Tsetlin Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry Russian Academy of Sciences Miklukho-Maklaya str. 16 10 Moscow Russia Tel Fax 7 495 335 5733 E-mail vits@ J. B. Cohen Department of Neurobiology Harvard Medical School 220 Longwood Ave. Boston MA 02115 USA Tel 1 617 432 1728 Fax 1 617 734 7557 E-mail jonathan_cohen@ Received 14 December 2005 revised 24 January 2006 accepted 1 February 2006 doi a-Conotoxins are small peptides from cone snail venoms that function as nicotinic acetylcholine receptor nAChR -competitive antagonists differentiating between nAChR subtypes. Current understanding about the mechanism of these selective interactions is based largely on mutational analyses which identify amino acids in the toxin and nAChR that determine the energetics of ligand binding. To identify regions of the nAChR involved in a-conotoxin binding by use of photoactivated cross-linking two benzoylphenylalanine Bpa analogs of a-conotoxin GI GI Bpa12 and GI Bpa4 were synthesized by replacing the respective residues with Bpa and their 1H-NMR structures were determined. Both analogs preserved the GI conformation but only GI Bpa12 displaced 125I-labeled GI from the Torpedo californica nAChR. 125I-labeled GI Bpa12 bound to two sites on the receptor Kd 13 and 1800 nM and on UV

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