title: Design and synthesis of a macrosphelide A-biotin chimera.
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.
authors.affiliation: College of Pharmacy, Pusan National University, Geumjeong-gu, Busan 609-735, Korea.
authors.forename: Hwayoung
authors.initials: H
authors.lastname: Yun
authors.forename: Jaehoon
authors.initials: J
authors.lastname: Sim
authors.forename: Hongchan
authors.initials: H
authors.lastname: An
authors.forename: Jeeyeon
authors.initials: J
authors.lastname: Lee
authors.forename: Hun Seok
authors.initials: HS
authors.lastname: Lee
authors.forename: Young Kee
authors.initials: YK
authors.lastname: Shin
authors.forename: Seung-Mann
authors.initials: SM
authors.lastname: Paek
authors.forename: Young-Ger
authors.initials: YG
authors.lastname: Suh
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001710:Biotin / Q000737:chemistry*; D002448:Cell Adhesion / Q000187:drug effects; D015195:Drug Design; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure
chemical_list: D000970:Antineoplastic Agents; D006571:Heterocyclic Compounds; C097798:macrosphelide A; D001710:Biotin