68217-74-3Relevant articles and documents
Water adsorbing silver-adenine interpenetrated framework
Kumar, Jitendra,Kanoo, Prakash,Maji, Tapas Kumar,Verma, Sandeep
, p. 3012 - 3014 (2012)
We describe the synthesis and properties of a novel silver complex of an adenine derivative bearing a sulfonate group. Adenine and sulfonate coordination with silver ions eventually leads to the formation of entangled networks with an embedded catenated framework and double helical assemblies. The Royal Society of Chemistry 2012.
NMR study of 9,9′-(alkane-α,ω-diyl)diadenine
Itahara, Toshio
, p. 2695 - 2700 (1996)
The relationship between NMR chemical shifts of adenine ring protons of low concentrations Of 9,9′-(alkane-α,ω-diyl)diadenine and the length of the polymethylene chains has been investigated in buffer solutions at pD 1.0, 7.0 and 13.0 and in organic solvents such as CD3OD, (CF3)2CDOD, [2H6]dimethyl sulfoxide and CF3COOD. The chemical shifts were compared with those of 9-(ω-bromoalkyI)adenine.
A new calix[4]arene based nucleobase for cation recognition
Chawla, Har Mohindra,Kar, Jyotsna Rani,Siddiqui, Weqar Ahmad,Kumar, Naresh,Black, David Stc
, p. 4517 - 4520 (2014)
A novel calix[4]arene linked nucleobase molecular receptor bearing two adenine moieties has been synthesized and characterized by UV, IR, NMR and ESI-MS analyses. The synthesized receptor can recognize biologically important Zn2+ and Mn2+ ions through 1:1 binding stoichiometry. The evaluation of binding constants suggests that adenine alone, in an appropriate supramolecular network, can exhibit efficient binding for Zn2+ ions without the presence of any phosphate or sugar unit.
Self-assembled monolayers of double-chain disulfides of adenine on Au: An IR-UV sum-frequency generation spectroscopic study
Nagahara, Tetsuhiko,Suemasu, Takumi,Aida, Misako,Ishibashi, Taka-Aki
, p. 389 - 396 (2010)
We have synthesized double-chain disulfides of adenine with different chain lengths (n = 2,4,5,9, and 10) and studied their self-assembled monolayers (SAM) on gold surface by IR-UV doubly resonant sum frequency generation spectroscopy with the help of DFT calculation. A versatile way to investigate the orientation angle of functional groups of SAMs and their surface coverage has been demonstrated. It was revealed that the IR dipoles of the band at around 1630 cm-1, which were almost parallel to the long molecular axis of the adenine ring, were less tilted with respect to the substrate surface in the SAMs with longer chains (n=9 and 10) in comparison to those with shorter chains (n=2,4, and 5).
Customizable and Regioselective One-Pot N?H Functionalization of DNA Nucleobases to Create a Library of Nucleobase Derivatives for Biomedical Applications
Borges, Jo?o,Machado, Carmen M.,Mano, Jo?o F.,Rocha, Djenisa H. A.,Silva, Artur M. S.,Silva, Vera L. M.,Sousa, Cristiana F. V.,Sousa, Vera
, p. 4423 - 4433 (2021/08/30)
DNA is one of the most exciting biomolecules in nature for developing supramolecular biofunctional nanoarchitectures owing to the highly specific and selective interactions between complementary Watson-Crick base pairing. Herein, simple and one-pot synthetic procedures have been implemented for producing a library of DNA nucleobase derivatives endowed with reactive functional groups for bioconjugation and cross-linking strategies with other (bio)molecules. Purine and pyrimidine molecules have been regioselectively N?H functionalized either via N-alkylation, N-allylation, N-propargylation or Michael-type reactions and structurally characterized. The influence of the reaction conditions was assessed and discussed. The in vitro biocompatibility of the native and nucleobase derivatives was evaluated by culturing them with human fibroblasts, revealing their cytocompatibility. The library of nucleobase derivatives holds great promise for being coupled to different biomolecules, including biopolymeric materials, lipids, and peptides, thus potentially leading to modular supramolecular nanobiomaterials for biomedicine.
An improved synthesis of adefovir and related analogues
Jones, David J.,O’Leary, Eileen M.,O’Sullivan, Timothy P.
supporting information, p. 801 - 810 (2019/04/17)
An improved synthesis of the antiviral drug adefovir is presented. Problems associated with current routes to adefovir include capricious yields and a reliance on problematic reagents and solvents, such as magnesium tert-butoxide and DMF, to achieve high conversions to the target. A systematic study within our laboratory led to the identification of an iodide reagent which affords higher yields than previous approaches and allows for reactions to be conducted up to 10 g in scale under milder conditions. The use of a novel tetrabutylammonium salt of adenine facilitates alkylations in solvents other than DMF. Additionally, we have investigated how regioselectivity is affected by the substitution pattern of the nucleobase. Finally, this chemistry was successfully applied to the synthesis of several new adefovir analogues, highlighting the versatility of our approach.
Click nucleic acid polymers and methods of use
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Page/Page column 13; 14, (2020/01/06)
Disclosed herein are Click Nucleic Acid Polymers (CNA-polymers) that comprise repeating dimer, trimer and tetramer units. The disclosed polymers can be used for antisense applications, for example, in treatment of “trinucleotide repeat disorders, i.e., Hu
