14044-63-4Relevant articles and documents
C8-alkynyl- and alkylamino substituted 2′-deoxyguanosines: a universal linker for nucleic acids modification
Saito, Yoshio,Matsumoto, Katsuhiko,Bag, Subhendu Sekhar,Ogasawara, Shinzi,Fujimoto, Kenzo,Hanawa, Kazuo,Saito, Isao
, p. 3578 - 3588 (2008)
Incorporation of modified nucleosides with a flexible universal linker is of great value for post-synthetic modification of nucleic acids. Thus, C8-alkynyl- and alkylamino substituted 2′-deoxyguanosines were synthesized for the first time and incorporated into short oligonucleotide sequences. The preference for syn conformation of these C8-substituted 2′-deoxyguanosines and the stability of the duplexes were discussed. The stabilizing effect of Z-DNA has also been examined.
Aldehyde-mediated bioconjugation: Via in situ generated ylides
Parmar, Sangeeta,Pawar, Sharad P.,Iyer, Ramkumar,Kalia, Dimpy
supporting information, p. 14926 - 14929 (2019/12/24)
A technically simple approach for rapid, high-yielding and site-selective bioconjugation has been developed for both in vitro and cellular applications. This method involves the generation of maleimido-phosphonium ylides via 4-nitrophenol catalysis under physiological conditions followed by their Wittig reactions with aldehyde-appended biomolecules.
Regioselective Amine–Borane Cyclization: Towards the Synthesis of 1,2-BN-3-Cyclohexene by Copper-Assisted Triazole/Gold Catalysis
Motika, Stephen E.,Wang, Qiaoyi,Akhmedov, Novruz G.,Wojtas, Lukasz,Shi, Xiaodong
supporting information, p. 11582 - 11586 (2016/10/24)
The combination of triazole/gold (TA-Au) and Cu(OTf)2is identified as the optimal catalytic system for promoting intramolecular hydroboration for the synthesis of a six-membered cyclic amine–borane. Excellent yields (up to 95 %) and regioselectivities (5-exo vs. 6-endo) were achieved through catalyst control and sequential dilution. Good functional-group tolerance was attained, thus allowing the preparation of highly functionalized cyclic amine–borane substrates, which could not be achieved using other methods. Deuterium-labeling studies support the involvement of a hydride addition to a gold-activated alkyne with subsequent C?B bond formation.