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Design and synthesis of a macrosphelide A-biotin chimera
Hwayoung Yun1, Jaehoon Sim, Hongchan An
1College of Pharmacy, Pusan National University, Geumjeong-gu, Busan 609-735, Korea.
Abstract:
The rational design and synthesis of a biochemical probe of natural (+)-macrosphelide A, a potent cell-cell adhesion inhibitor, was completed to aid in the identification of its biological target. The key features of the synthesis include: (1) an efficient synthesis of the macrosphelide core structure using Yamaguchi-Hirao alkynylation, (2) a cross metathesis to connect a linker unit to the allyl-macrosphelide and (3) coupling of the linker-bound macrosphelide A with a chemical biotin tag.
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