Journal ArticleDOI
A biomimetic route to the peptide alkaloid anachelin.
Karl Gademann,Yann Bethuel +1 more
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TLDR
Experiments with a model substrate indicate that it is likely that a catechol oxidase-type enzyme is involved in the biosynthesis of the anachelin chromophore.Abstract:
A postulated biogenesis forms the basis for a synthetic route to the natural product anachelin H. Key steps include a tellurium-mediated, oxidative aza annulation and a Claisen condensation under mild conditions. Experiments with a model substrate indicate that it is likely that a catechol oxidase-type enzyme is involved in the biosynthesis of the anachelin chromophore.read more
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Asymmetric synthesis of tetrahydroquinolin-3-ols via CoCl2-catalyzed reductive cyclization of nitro cyclic sulfites with NaBH4.
TL;DR: A new method for the construction of chiral 3-substituted tetrahydroquinoline derivatives based on asymmetric dihydroxylation and CoCl(2)-catalyzed reductive cyclization of nitro cyclic sulfites with NaBH(4) has been described with high optical purities.
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Surface modifications based on the cyanobacterial siderophore anachelin: from structure to functional biomaterials design.
TL;DR: It is proposed that catecholate siderophores constitute a class of natural products useful for surface modification similar to dihydroxyphenylalanine and dopamine derived compounds found in mussel adhesive proteins.
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Controlling protein transport by small molecules.
TL;DR: The structural basis for the inhibition of nuclear export by leptomycin (LMB) based on disruption of the protein/protein interaction between CRM1 and cargo proteins is discussed and the potential of these compounds as anticancer agents is evaluated.
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Mechanistic Studies on the Tyrosinase‐Catalyzed Formation of the Anachelin Chromophore
TL;DR: It was shown that the enzyme tyrosinase is able to transform this substrate into an anachelin chromophore derivative, which corroborates the biogenetic hypothesis and shows that the catalytic efficiency is decreased only by a factor of 30 relative to the natural substrate L‐DOPA.