5612-13-5Relevant articles and documents
Synthesis of a macrocyclic rhodamine 110 enzyme substrate as an intracellular probe for caspase 3 activity
Guzikowski, Anthony P.,Naleway, John J.,Shipp, Christina T.,Schutte, Rod C.
, p. 4733 - 4735 (2000)
The synthesis of the macrocyclic rhodamine 110 caspase 3 substrate 8 is described. The key step is a high dilution intramolecular cyclization reaction of an in situ generated primary amine with a 4-nitrophenyl ester. Substrate 8 reacts with recombinant caspase 3 to yield a fluorescent signal but virtually no signal is detected in the absence of caspase 3 or in the presence of the caspase 3 inhibitor Ac-DEVD-CHO. Notably, 8 selectively stains live cells that have been induced to undergo apoptosis with etoposide. (C) 2000 Elsevier Science Ltd.
Synthesis and cell transfection properties of cationic uracil-morpholino tetramer
Paul, Sibasish,Pattanayak, Sankha,Sinha, Surajit
supporting information, p. 1072 - 1076 (2015/02/05)
Synthesis and cell transfection properties of guanidinium-functionalized uracil morpholino tetramer have been reported for the first time. Due to the basic nature of guanidinium groups they remain protonated under physiological conditions. Such cationic tetramer exhibits efficient cellular uptake properties as visualized by microscopy imaging using fluorescent dye BODIPY. 7′-End of this morpholino tetramer was functionalized with an azide group for conjugation with various types of biomolecules or drugs for cellular delivery.
Inhibition of HIV-1 integrase-catalysed reaction by new DNA minor groove ligands: The oligo-1,3-thiazolecarboxamide derivatives
Ryabinin, Vladimir A.,Sinyakov, Alexander N.,De Soultrait, Vaea Richard,Caumont, Anne,Parissi, Vincent,Zakharova, Olga D.,Vasyutina, Elena L.,Yurchenko, Ekaterina,Bayandin, Roman,Litvak, Simon,Tarrago-Litvak, Laura,Nevinsky, Georgy A.
, p. 989 - 1000 (2007/10/03)
Human immunodeficiency virus type 1 (HIV-1) integrase (IN) is an essential enzyme in the life cycle of the retrovirus, responsible for catalysing the insertion of the viral genome into the host cell chromosome. For this reason it provides an attractive target for antiviral drug design. We synthesized a series of novel thiazole (Tz)-containing oligopeptides (TCOs; oligo-1,3-thiazolecarboxamides), specifically interacting within the minor groove of DNA. The oligocarboxamide derivatives contained 1-4 Tz rings and different N- and C-terminal groups. The effect of these oligocarboxamides on the HIV-1 IN-catalysed reaction was investigated. Some of the compounds were able to inhibit the reaction. The inhibitory effect of the TCOs increased with the number of Tz units. The structure of various additional positively and/or negatively charged groups attached to the N- and C-termini of TCOs had a pronounced effect on their interaction with the DNA substrate complexed to IN. Modified TCOs having a better affinity for this complex should provide a rationale for the design of drugs targeting the integration step. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
