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Issue 36, 2014
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Design and synthesis of a macrosphelide A-biotin chimera

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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.

Graphical abstract: Design and synthesis of a macrosphelide A-biotin chimera

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Publication details

The article was received on 19 May 2014, accepted on 22 Jul 2014 and first published on 22 Jul 2014


Article type: Paper
DOI: 10.1039/C4OB01028K
Citation: Org. Biomol. Chem., 2014,12, 7127-7135
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    Design and synthesis of a macrosphelide A-biotin chimera

    H. Yun, J. Sim, H. An, J. Lee, H. S. Lee, Y. K. Shin, S. Paek and Y. Suh, Org. Biomol. Chem., 2014, 12, 7127
    DOI: 10.1039/C4OB01028K

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