149765-16-2Relevant articles and documents
Genetic Code Expansion Facilitates Position-Selective Labeling of RNA for Biophysical Studies
G?bel, Michael,Gr??l, Sylvester,Hegelein, Andreas,Hengesbach, Martin,Müller, Diana,Schwalbe, Harald
, (2020/02/04)
Nature relies on reading and synthesizing the genetic code with high fidelity. Nucleic acid building blocks that are orthogonal to the canonical A-T and G-C base-pairs are therefore uniquely suitable to facilitate position-specific labeling of nucleic aci
EC144 is a potent inhibitor of the heat shock protein 90
Shi, Jiandong,Van De Water, Ryan,Hong, Kevin,Lamer, Ryan B.,Weichert, Kenneth W.,Sandoval, Cristina M.,Kasibhatla, Srinivas R.,Boehm, Marcus F.,Chao, Jianhua,Lundgren, Karen,Timple, Noelito,Lough, Rachel,Ibanez, Gerardo,Boykin, Christina,Burrows, Francis J.,Kehry, Marilyn R.,Yun, Theodore J.,Harning, Erin K.,Ambrose, Christine,Thompson, Jeffrey,Bixler, Sarah A.,Dunah, Anthone,Snodgrass-Belt, Pamela,Arndt, Joseph,Enyedy, Istvan J.,Li, Ping,Hong, Victor S.,McKenzie, Andres,Biamonte, Marco A.
supporting information, p. 7786 - 7795 (2012/11/07)
Alkyne 40, 5-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl) methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylpent-4-yn-2-ol (EC144), is a second generation inhibitor of heat shock protein 90 (Hsp90) and is substantially more potent in vitro and in vivo than the first generation inhibitor 14 (BIIB021) that completed phase II clinical trials. Alkyne 40 is more potent than 14 in an Hsp90α binding assay (IC50 = 1.1 vs 5.1 nM) as well as in its ability to degrade Her-2 in MCF-7 cells (EC 50 = 14 vs 38 nM). In a mouse model of gastric tumors (N87), 40 stops tumor growth at 5 mg/kg and causes partial tumor regressions at 10 mg/kg (po, qd× 5). Under the same conditions, 14 stops tumor growth only at 120 mg/kg, and does not induce partial regressions. Thus, alkyne 40 is approximately 20-fold more efficacious than 14 in mice.
Synthesis of the transfer-RNA nucleoside queuosine by using a chiral allyl azide intermediate
Klepper, Florian,Jahn, Eva-Maria,Hickmann, Volker,Carell, Thomas
, p. 2325 - 2327 (2008/03/11)
Chilled out: Chiral allyl azides are rarely used in natural product synthesis because of their tendency to undergo a [3.3] sigmatropic rearrangement (see scheme, top). In allylic cyclopentenyl azides, this rearrangement can be suppressed at just 0°C, enabling a short convergent synthesis of the hypermodified transfer-RNA nucleoside queuosine. (Chemical Equation Presented).