39208-00-9Relevant academic research and scientific papers
Modification of a promiscuous inhibitor shifts the inhibition from γ-secretase to FLT-3
Amombo, Ghislaine Marlyse Okala,Kramer, Thomas,Lo Monte, Fabio,Goering, Stefan,Fach, Matthias,Smith, Steven,Kolb, Stephanie,Schubenel, Robert,Baumann, Karlheinz,Schmidt, Boris
, p. 7634 - 7640 (2013/02/21)
The inhibition of FLT-3 activity is an interesting target for the treatment of acute myeloid leukemia (AML). The serendipitous identification of FLT-3 inhibitors from a CK1/γ-secretase programme provided compounds with dual inhibitory activity. We analyzed the structure-activity relationship of these inhibitors and derivatized them to arrive at compounds with reduced impact on γ-secretase activity and enhanced FLT-3 inhibition.
Fluorescence quenchers for hydrazone and oxime orthogonal bioconjugation
Crisalli, Pete,Hernández, Armando R.,Kool, Eric T.
, p. 1969 - 1980 (2012/11/13)
We describe the synthesis and properties of new fluorescence quenchers containing aldehyde, hydrazine, and aminooxy groups, allowing convenient bioconjugation as oximes or hydrazones. Conjugation to oligonucleotides proceeded in high yield with aniline as catalyst. Kinetics studies of conjugation show that, under optimal conditions, a hydrazine or aminooxy quencher can react with aldehyde-modified DNA to form a stable hydrazone or oxime adduct in as little as five minutes. The resulting quencher-containing DNAs were assessed for their ability to quench the emission of fluorescein in labeled complements and compared to the commercially available dabcyl and Black Hole Quencher 2 (BHQ2), which were conjugated as phosphoramidites. Results show that the new quenchers possess slightly different absorbance properties compared to dabcyl and are as efficient as the commercial quenchers in quenching fluorescein emission. Hydrazone-based quenchers were further successfully incorporated into molecular beacons and shown to give high signal to background ratios in single nucleotide polymorphism detection in vitro. Finally, aminooxy and hydrazine quenchers were applied to quenching of an aldehyde-containing fluorophore associated with living cells, demonstrating cellular quenching within one hour.
Highly selective and sensitive colorimetric probes for hypochlorite anion based on azo derivatives
Zhang, Dengqing
scheme or table, p. 397 - 401 (2010/11/05)
Two oxime-based colorimetric probes for the hypochlorite anion (ClO -) have been rationally designed and synthesized on basis of the mechanism of intramolecular charge transfer (ICT). Upon addition of ClO -, the probes displayed arou
Preparation, structures, and properties of new monocarbenium ion compounds stabilized by a 3-Guaiazulenyl group and an azobenzene unit: Comparative studies on three delocalized π-electron system
Takekuma, Shin-Ichi,Fukuda, Kenji,Kawase, Yasuko,Minematsu, Toshie,Takekuma, Hideko
experimental part, p. 879 - 890 (2009/12/25)
Reaction of guaiazulene (=7-isopropyl-1,4-dimethylazulene) with 4-hydroxyazobenzene-4-carbaldehyde in methanol in the presence of hexafluorophosphoric acid at 25°C for 2 h gives as high as 94% yield of a new monocarbenium ion compound (3-guaiazulenyl)[4-(
Modulated conjugation as a means of improving the intrinsic hyperpolarizability
Perez-Moreno, Javier,Zhao, Yuxia,Clays, Koen,Kuzyk, Mark G.,Shen, Yuquan,et al.
body text, p. 5084 - 5093 (2009/09/30)
A new strategy for optimizing the first hyperpolarizability based on theconcept of a modulated conjugated path in linear molecules is investiga ted. A series of seven novel chromophores with different types of conjugated paths were synthesized and characterized. Hyper-Rayleigh scatteringexperiments confirmed that modulated conjugation paths that include ben zene, thiophene, and/or thiazole rings in combination with azo and/or ethenyl linkages between dihydroxyethylamino donor groups and various acceptor groups result in enhanced intrinsic hyperpolarizabilities that exceed the long-standing apparent limit for two of the chromophores. The experimental results are analyzed and interpreted in the context of quantumlimits, which show that conjugation modulation of the bridge in donor/a cceptor molecules simultaneously optimizes the transition moments and the energy-level spacing.
Copper-free 'click' modification of dna via nitrile oxide-norbornene 1,3-dipolar cycloaddition
Gutsmiedl, Katrin,Wirges, Christian T.,Ehmke, Veronika,Carell, Thomas
supporting information; experimental part, p. 2405 - 2408 (2009/10/18)
Nitrile oxides react smoothly and rapidly with norbornene-modified DNA in a copper-free click reaction. The reaction allows high density functionalization of oligodeoxyribonucleotides (ODNs) with a large variety of molecules directly on solid supports and
Novel bacteriorhodopsin analogues based on azo chromophores
Singh, Anil K.,Das, Joydip,Majumdar, Nirmalya
, p. 6185 - 6191 (2007/10/03)
Bacteriorhodopsin analogues BR-I, BR-II and BR-III containing azo chromophores 4-[[4'-(N,N-dimethylamino)phenyl-1']azo]benzaldehyde, 3-[4-[[4'-(N,N-dimethylamino)phenyl-1']azo]phenyl-1]prop-2-enal and 3-[4-[[4'-(N,N-dimethylamino)phenyl-1']azo]phenyl-1]-2
