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.
Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases
Hua, Guoxiong,Du, Junyi,Cordes, David B.,Slawin, Alexandra M.Z.,Woollins, J. Derek
, p. 1792 - 1798 (2015)
The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S,
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.
Potential supramolecular cyclodextrin dimers using nucleobase Pairs
Hamon, Florian,Violeau, Bruno,Turpin, Frédéric,Bellot, Mathilde,Bouteiller, Laurent,Djedaini-Pilard, Florence,Len, Christophe
, p. 2875 - 2879 (2009)
The synthesis of six new cyclodextrin derivatives having nucleobase moiety is described. These two moieties are linked by different spacers, such as aminoethyl and 1,2,3-triazolyl groups. Example of association constants for complexation of adenine and thymine derivatives: KAT=385 M(-1;) using NMR methodology is reported. Study of interaction between four cyclodextrin derivatives and one adamantyl guest is described by ITC.
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.
Synthesis and structural characterization of first adenine containing organosilicon nucleobase for the recognition of Cu2+ ion
Singh, Gurjaspreet,Sharma, Geetika,Kalra, Pooja,Sanchita,Verma, Vikas,Ferretti
, p. 74 - 82 (2018)
This work reports the synthesis and structural characterization of a new adenine based organosilicon nucleobase using an efficient and biocompatible Click approach. Synthetic procedure included the preparation of a new N-acetylinic linked propyl silatrane 3 whose structure was confirmed through Single crystal X-ray crystallography. The designed silatrane L is found to be highly selective and sensitive for detection of Cu2+ with a color change from colourless to yellowish orange. The stoichiometry ratio of L + Cu2+ was obtained 1:1 by Job's Plot. The binding of copper ions to the chemosensor was studied over wide pH range and the results demonstrated that the sensor worked well in the physiological range 6–9. Furthermore, the sensing of Cu2+ was found to be reversible upon addition of EDTA. These results widen the scope of adenine based derivatives in the field of colorimetric probes. The newly synthesized silatrane 3 and the receptor L were successfully characterized by various spectroscopic techniques [IR, NMR (1H, 13C) and Mass] and elemental analysis.
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).
Achiral, acyclic nucleic acids: Synthesis and biophysical studies of a possible prebiotic polymer
Srivastava,Abou El Asrar,Knies,Abramov,Froeyen,Rozenski,Rosemeyer,Herdewijn
, p. 9249 - 9260 (2015)
The search for prebiotic, nucleic acid precursors is, at its best, a speculative undertaking. Given the complex structure of RNA, it is not very likely that RNA was the first information system in the universe and thus finding possible precursor/s i.e. pre-RNA remains an open challenge. We, in this paper, have tried to construct nucleic acid polymers with a simple acyclic, achiral backbone. Such a linear, achiral backbone may have been formed from simple monomers that may have existed in the "prebiotic soup". We have shown that such polymers are capable of identifying the complementary "other self" and thus forming a potential system for information storage and transmission. This study thus involves investigation of nucleic acid analogues with a modified backbone that are likely to have formed in the prebiotic setting.
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.
Novel bis‐ and mono‐pyrrolo[2,3‐d]pyrimidine and purine derivatives: Synthesis, computational analysis and antiproliferative evaluation
Bistrovi? Popov, Andrea,Grb?i?, Petra,Paveli?, Kre?imir,Paveli?, Sandra Kraljevi?,Rai?‐mali?, Silvana,Sedi?, Mirela,Vianelo, Robert
, (2021/06/21)
Novel symmetrical bis‐pyrrolo[2,3‐d]pyrimidines and bis‐purines and their monomers were synthesized and evaluated for their antiproliferative activity in human lung adenocarcinoma (A549), cervical carcinoma (HeLa), ductal pancreatic adenocarcinoma (CFPAC‐
