Alkyne linker

Fukase and co-workers have developed two types of alkyne linkers (O Scheme 7) [13]. A propargyl glycoside-type linker between a sugar residue and a solid support was formed... 

New compounds derived from MPEP and MTEP are numerous, and the SAR directions can be generally divided into three strategies (a) variation of the aryl groups and their substituents, (b) replacement of the alkyne linker, and (c) fusion of the alkyne linker to one of the two aryl groups. Much of this work has been reported... 

STR) that led to the identification of the alkyne linker as the key motif responsible for serious neurological and cardiovascular liabilities in a class of acetyl-CoA carboxylase 2 (ACC2) inhibitors. To study this toxicity, the alkyne derivatives were prepared by first employing the Sonogashira reaction conditions shown below, followed by deprotection of the phthalimide group. 

The C5 position of dU has been used to attach a variety of labels or reporter groups, in particular fluorophores ° (see section 3.5). The pyrene-modified analogue (39) has been used to detect RNA bulge conformations in the HIV-TAR RNA sequence where the fluorescence is greatly enhanced,and as a donor for the red emitter nile red (40) when the two dyes are adjacent in duplex DNA the result is white light that is emitted upon excitation of (39). A zinc-porphyrin complex has been added to C5 of dU for use in electron transfer. Norbornene has been attached via an alkyne linker for post-synthetic modification with nitrile oxides in a copper-free Click reaction, " and various dienes have been attached for Diels-Alder tagging of DNA. The photoaffinity tag (41) has been incorporated into DNA adjacent to a damaged DNA base (8-oxo-dG or thymine dimer) such that when exposed to repair systems, the repair enzyme is trapped by the diazirine for mass spectroscopic characterisation. ... 

Oxidation of 50 (Scheme 10.8) with 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) and bis[acetoxy(iodo)]benzene (BAIB) in a 1 1 mixture of acetonitrile and water [66], afforded acid 47 in good yields. The two amines 45 and 46 were synthesized from 49 and 50, respectively, via the corresponding azides (Scheme 10.8). Functionalization of44-47 with the m-alkyne linkers (Scheme 10.10) yielded the 11 linker-armed Gal fragments 54-64 used in the library. 

Finally, Fukase and coworkers have used the Sonogashira reaction to anchor glycoside moieties with a pendant acetylenic side chain to polymer-bound aryl iodides, forming a novel alkyne linker system [100]. 

Weber and Thomas used rigid 2,2, 7,7 -tetrabromo-9,9 -spirobifluorene as tetrahedral monomer in the presence of linear boronic acid or alkyne linker in Suzuki and Sonogashira cross-coupling reactions, respectively, to generate the corresponding CMPs effectively. ... 

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