Design and synthesis of a macrosphelide A-biotin chimera
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. This journal is the Partner Organisations 2014.
Yun, Hwayoung,Sim, Jaehoon,An, Hongchan,Lee, Jeeyeon,Lee, Hun Seok,Shin, Young Kee,Paek, Seung-Mann,Suh, Young-Ger
Decarbonylative approach to the synthesis of enamides from amino acids: Stereoselective synthesis of the (Z)-aminovinyl-d-cysteine unit of mersacidin
The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described.
Garcia-Reynaga, Pablo,Carrillo, Angela K.,Vannieuwenhze, Michael S.
p. 1030 - 1033
(2012/04/04)
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