6498-04-0Relevant articles and documents
1,2,4-Triazine-Modified 2′-Deoxyuridine Triphosphate for Efficient Bioorthogonal Fluorescent Labeling of DNA
Peewasan, Krisana,Wagenknecht, Hans-Achim
, p. 1473 - 1476 (2017/08/09)
In order to establish the Diels–Alder reaction with inverse electron demand for postsynthetic DNA modification, a 1,2,4-triazine-modified 2′-deoxyuridine triphosphate was synthesized. The bioorthogonally reactive 1,2,4-triazine group was attached at the 5-position of 2′-deoxyuridine by a flexible alkyl linker to facilitate its acceptance by DNA polymerases. The screening of four DNA polymerases showed successful primer extensions, using a mixture of dATP, dGTP, dCTP, and the modified 2′-deoxyuridine triphosphate, by using KOD XL or Vent polymerase. The triazine moiety was stable under the conditions of primer extension, which was evidenced by labeling with a BCN-modified rhodamine at room temperature in yields of up to 82 %. Two or three modified bases could be incorporated in quantitative yields when the modification sites were separated by three base pairs. These results establish the 1,2,4-triazene group as a bioorthogonally reactive moiety in DNA, thereby replacing the problematic 1,2,4,5-tetrazine for postsynthetic labeling by the Diels–Alder reaction with inverse electron demand.
Preparation of tetrahydroimidazo[2,1-a]isoquinolines and their use as inhibitors of gastric acid secretion
Palmer, Andreas Marc,Grobbel, Burkhard,Brehm, Christof,Zimmermann, Peter Jan,Buhr, Wilm,Feth, Martin Philipp,Holst, Hans Christof,Simon, Wolfgang Alexander
, p. 7647 - 7660 (2008/03/28)
A series of novel tetrahydroimidazo[2,1-a]isoquinolines was prepared based on a hetero Diels-Alder reaction between an enamine and 1,2,4-triazine as key step. A structure-activity relationship was established focussing on the influence of the substitution