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. Author manuscript; available in PMC: 2018 Sep 6.
Published in final edited form as: J Am Chem Soc. 2017 Aug 22;139(35):12299–12309. doi: 10.1021/jacs.7b06811

Figure 1.

Figure 1

The Pictet–Spengler Reaction of Tryptamines. Key catalytic residues (silver) in the enzyme active site of strictosidine synthase (B) depicted in the overlay of structures bound to tryptamine (light pink, PDB 2FPB) and secolognin (slate blue, PDB 2FPC); see ref 46. Glc = glucose. Glu = glutamic acid. His = histidine. Phe = phenylalanine. TMB = 3,4,5-trimethoxybenzoyl. Tyr = tyrosine.