42454-06-8Relevant academic research and scientific papers
SUPRAMOLECULAR PROTEIN ASSEMBLIES WITH ADVANCED FUNCTIONS AND SYNTHESIS THEREOF
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, (2019/05/18)
The present invention discloses stimuli-sensitive protein conjugate which can make supramolecular protein assemblies and methods for using the same. The present invention provides simple and rational process for construction of said stimuli-sensitive spherical protein assemblies through supramolecular chemical strategy.
Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis
Kalia, Dimpy,Pawar, Sharad P.,Thopate, Jyoti S.
, p. 1885 - 1889 (2017/02/05)
Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.
Synthesis and anti-oomycete activity of novel quinazolin- and benzothiazol-6-yloxyacetamides: Potent aza-analogs and five-ring analogs of quinoline fungicides
Beaudegnies, Renaud,Quaranta, Laura,Murphy Kessabi, Fiona,Lamberth, Clemens,Knauf-Beiter, Gertrud,Fraser, Torquil
, p. 444 - 452 (2016/01/25)
Novel quinazolin- and benzothiazol-6-yloxyacetamides show excellent in vivo activity against the three economically most important Oomycete pathogens Phytophthora infestans, Plasmopara viticola and Pythium ultimum. They are polar analogs of known quinolin-6-yloxyacetamides, which are not active against the soil-borne damping-off disease caused by Pythium ultimum. The Bogert quinazoline synthesis, an almost forgotten heterocyclization technique, proved to be highly useful for the concise construction of required quinazolin-6-ol building blocks.
Photodegradable macromers and hydrogels for live cell encapsulation and release
Griffin, Donald R.,Kasko, Andrea M.
supporting information; experimental part, p. 13103 - 13107 (2012/10/07)
Hydrogel scaffolds are commonly used as 3D carriers for cells because their properties can be tailored to match natural extracellular matrix. Hydrogels may be used in tissue engineering and regenerative medicine to deliver therapeutic cells to injured or diseased tissue through controlled degradation. Hydrolysis and enzymolysis are the two most common mechanisms employed for hydrogel degradation, but neither allows sequential or staged release of cells. In contrast, photodegradation allows external real-time spatial and temporal control over hydrogel degradation, and allows for staged and sequential release of cells. We synthesized and characterized a series of macromers incorporating photodegradbale ortho-nitrobenzyl (o-NB) groups in the macromer backbone. We formed hydrogels from these macromers via redox polymerization and quantified the apparent rate constants of degradation (kapp) of each via photorheology at 370 nm, 10 mW/cm2. Decreasing the number of aryl ethers on the o-NB group increases kapp, and changing the functionality from primary to seconday at the benzylic site dramatically increases kapp. Human mesenchymal stem cells (hMSCs) survive encapsulation in the hydrogels (90% viability postencapsulation). By exploiting the differences in reactivity of two different o-NB linkers, we quantitatively demonstrate the biased release of one stem cell population (green-fluoroescent protein expressing hMSCs) over another (red-fluorescent protein expressing hMSCs).
Toward new camptothecins. Part 6: Synthesis of crucial ketones and their use in Friedl?nder reaction
Gavara, Laurent,Boisse, Thomas,Hénichart, Jean-Pierre,Da?ch, Adam,Rigo, Beno?t,Gautret, Philippe
, p. 7544 - 7561 (2010/12/25)
In the context of the preparation of camptothecin and luotonin A analogs, the synthesis of some key keto-precursors and their use in Friedl?nder condensation are described. This paper also focuses on the stability of these keto intermediates and emphasizes the major differences between indolizinones and pyrroloquinazolinones series. Noteworthy is also the report of some original structures isolated as by-products of some experiments.
Clay supported ammonium nitrate "clayan": A new reagent for selective nitration of arenes
Meshram,Ganesh,Madhavi,Eshwaraiah,Yadav,Gunasekar
, p. 2497 - 2503 (2007/10/03)
The nitration of activated, deactivated and highly functionalized arenes is described using clay-supported ammonium nitrate in the presence of perchloric acid.
A novel cyclization to isoxazolo[3,4-e][2,1]benzisoxazole
Katritzky, Alan R.,Wang, Zuoquan,Hall, C.Dennis,Ji, Yu,Akhmedov, Novruz G.
, p. 3449 - 3451 (2007/10/03)
Methylation of 2,1-benzisoxazole 4,5-dione 4-oxime 2 using dimethyl sulfate in DMF and in the presence of potassium carbonate gave a substantial yield of isoxazolo[3,4-e][2,1]benzisoxazole 4 by an unexpected cyclization reaction of the O-methylation product 3.
Rates of reductive elimination of substituted nitrophenols from the (indol-3-yl)methyl position of indolequinones
Swann,Moody,Stratford,Patel,Naylor,Vojnovic,Wardman,Everett
, p. 1340 - 1345 (2007/10/03)
A series of indolequinones bearing substituted nitrophenols on the (indol-3-yl)methyl position was synthesised. The nitrophenol leaving groups were appropriately substituted to give a wide range (4 units) in phenolic pKa value. The rate of redu
Selective nitration of phenol derivatives
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, (2008/06/13)
Process for preparing 4-nitrophenol derivatives of formula (IV) with high selectivity, which comprises converting phenols to diphenyl oxalate derivatives of formula (III) and conducting nitration reaction and hydrolysis to give said 4-nitrophenol derivatives. STR1 In the above formulae, R is, the same or different from each other, an alkyl group having 1 to 4 carbon atoms; a halogen atom; an alkoxy group having 1 to 4 carbon atoms; a formyl group; a nitrile group; --COOR1 (R1 is an alkyl group having 1 to 4 carbon atoms); --CONR2 R3 (R2 and R3 are, the same or different from each other, hydrogen atom(s) or alkyl group(s) having 1 to 4 carbon atoms); or --COR4 (R4 is an alkyl group having 1 to 4 carbon atoms), and R is not substituted at the 4-position of the phenyl ring and not substituted at the 2- and 6-positions of the phenyl ring at the same time, and, n is 1, 2 or 3.
Synthesis and Photochromic Characteristics of 1,3-Dihydrospiropyrimidobenzoxazines> and 1,3-Dihydrospirothiazolobenzoxazines>
Tardieu, Pascale,Dubest, Roger,Aubard, Jean,Kellmann, Arlette,Tfibel, Francis,et al.
, p. 1185 - 1197 (2007/10/02)
Two new series of 1,3-dihydrospiro derivatives were synthesized, the 1,3-dihydrospiropyrimidobenzoxazines> 4-10 and the 1,3-dihydrospirothiazolobenzoxazines> 11-17.These series extend the available range of photochromic properties (rate constant of thermal bleaching, UV/VIS spectrum of the opened coloured form, and photocoloration yield), an interesting feature of variable-transmission materials.The synthesis of these compounds (Scheme 1) required the preliminary synthesis of intermediate β-hydroxy-α-nitrosoheterocycles 18 and 19 (Scheme 2).Important amounts of a coloured, non-photochromic, stable secondary product (see 20) were formed in the condensation in the spiro series.The photochromic characteristics of the new derivatives were determined using a flash-photolysis apparatus coupled to a fast-scanning spectrometer.The role of the heteroatoms in the oxazine moiety and the role of substituents in the indole moiety were investigated quantitatively through the study of the photochromic properties and the solvent effects.The presence of an S-atom gives rise to interesting properties which open up new prospects for synthesis and applications.
