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Oligomerization of optically active N-(4-hydroxyphenyl)mandelamide in the presence of β-cyclodextrin and the minor role of chirality

10-10-2014 | Helmut Ritter, Antonia Stöhr and Philippe Favresse, Beilstein Journal of Organic Chemistry, 2014

Abstract The oxidative oligomerization of a chiral mandelamide derivative (N-(4-hydroxyphenyl)mandelamide, 1) was performed in the presence of horseradish peroxidase, laccase and N,N'-bis(salicylidene)ethylenediamine-iron(II) to obtain chiral oligophenols 2. The low enantioselectivity of the ...

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Autonomous assembly of synthetic oligonucleotides built from an expanded DNA alphabet. Total synthesis of a gene encoding kanamycin resistance

09-10-2014 | Kristen K. Merritt, Kevin M. Bradley, Daniel Hutter, Mariko F. Matsuura, Diane J. Rowold and Steven A. Benner, Beilstein Journal of Organic Chemistry, 2014

Abstract Background: Many synthetic biologists seek to increase the degree of autonomy in the assembly of long DNA (L-DNA) constructs from short synthetic DNA fragments, which are today quite inexpensive because of automated solid-phase synthesis. However, the low information density of DNA ...

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Multivalent glycosystems for nanoscience

08-10-2014 | Thisbe K. Lindhorst, Beilstein Journal of Organic Chemistry, 2014

Beilstein J. Org. Chem. 2014, 10, 2345–2347.doi:10.3762/bjoc.10.244

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Facile synthesis of 1H-imidazo[1,2-b]pyrazoles via a sequential one-pot synthetic approach

08-10-2014 | András Demjén, Márió Gyuris, János Wölfling, László G. Puskás and Iván Kanizsai, Beilstein Journal of Organic Chemistry, 2014

Abstract 5-Aminopyrazole-4-carbonitrile and ethyl 5-aminopyrazole-4-carboxylate, as potential trifunctional building blocks are introduced in a facile, chemo- and regioselective multicomponent assembly of imidazo[1,2-b]pyrazoles via the Groebke–Blackburn–Bienaymé reaction (GBB reaction). ...

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A modular phosphate tether-mediated divergent strategy to complex polyols

07-10-2014 | Paul R. Hanson, Susanthi Jayasinghe, Soma Maitra, Cornelius N. Ndi and Rambabu Chegondi, Beilstein Journal of Organic Chemistry, 2014

Abstract An efficient and divergent synthesis of polyol subunits utilizing a phosphate tether-mediated, one-pot, sequential RCM/CM/reduction process is reported. A modular, 3-component coupling strategy has been developed, in which, simple “order of addition” of a pair of olefinic-alcohol ...

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Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

06-10-2014 | Miriana Kfoury, David Landy, Lizette Auezova, Hélène Greige-Gerges and Sophie Fourmentin, Beilstein Journal of Organic Chemistry, 2014

Abstract The complexation abilities of five cyclodextrins (CDs) with seven phenylpropanoids (PPs) were evaluated by UV–visible spectroscopy, phase solubility studies and molecular modeling. Formation constants (Kf), complexation efficiency (CE), PP:CD molar ratio, increase in formulation bulk ...

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Specific DNA duplex formation at an artificial lipid bilayer: fluorescence microscopy after Sybr Green I staining

02-10-2014 | Emma Werz and Helmut Rosemeyer, Beilstein Journal of Organic Chemistry, 2014

Abstract The article describes the immobilization of different probe oligonucleotides (4, 7, 10) carrying each a racemic mixture of 2,3-bis(hexadecyloxy)propan-1-ol (1a) at the 5’-terminus on a stable artificial lipid bilayer composed of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine ...

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Reversibly locked thionucleobase pairs in DNA to study base flipping enzymes

01-10-2014 | Christine Beuck and Elmar Weinhold, Beilstein Journal of Organic Chemistry, 2014

Abstract Covalently interstrand cross-linked DNA is an interesting tool to study DNA binding proteins that locally open up the DNA duplex by flipping single bases out of the DNA helix or melting whole stretches of base pairs to perform their function. The ideal DNA cross-link to study ...

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Synthesis of 2-trifluoromethylpyrazolo[5,1-a]isoquinolines via silver triflate-catalyzed or electrophile-mediated one-pot tandem reaction

30-09-2014 | Xiaoli Zhou, Meiling Liu, Puying Luo, Yingjun Lai, Tangtao Yang and Qiuping Ding, Beilstein Journal of Organic Chemistry, 2014

Abstract An efficient one-pot tandem cyclization/[3 + 2] cycloaddition reaction of N’-(2-alkynylbenzylidene)hydrazides with ethyl 4,4,4-trifluorobut-2-ynoate under silver triflate-catalyzed or electrophile-mediated conditions is described. Various trifluoromethylated ...

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Solution phase synthesis of short oligoribonucleotides on a precipitative tetrapodal support

29-09-2014 | Alejandro Gimenez Molina, Amit M. Jabgunde, Pasi Virta and Harri Lönnberg, Beilstein Journal of Organic Chemistry, 2014

Abstract An effective method for the synthesis of short oligoribonucleotides in solution has been elaborated. Novel 2'-O-(2-cyanoethyl)-5'-O-(1-methoxy-1-methylethyl) protected ribonucleoside 3'-phosphoramidites have been prepared and their usefulness as building blocks in RNA synthesis on a ...

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