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Synthesis 2014; 46(09): 1229-1235
DOI: 10.1055/s-0033-1340833
DOI: 10.1055/s-0033-1340833
paper
Novel Nucleobase-Decorated Tripodands: Synthesis and Supramolecular Properties
Authors
Weitere Informationen
Publikationsverlauf
Received: 19. Dezember 2013
Accepted after revision: 28. Januar 2014
Publikationsdatum:
05. März 2014 (online)
Abstract
We describe herein the synthesis and characterization of new rigid nucleobase-decorated tripodands. The synthetic strategy involves the use of new azide functionalized nucleobases (adenine, thymine, and uracil). ES(+)-MS studies of hydrogen-bonding self-association as well as associations with complementary nucleosides are also reported.
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References
- 1a Koonin EV. Nucleic Acids Res. 2009; 37: 1011
- 1b Attwater J, Holliger P. Nature (London) 2012; 491: 48
- 1c Vaidya N, Manapat ML, Chen IA, Xulvi-Brunet R, Hayden EJ, Lehman N. Nature (London) 2012; 491: 72
- 1d Lilley DM. J, Sutherland J. Philos. Trans. R. Soc., B 2011; 366: 2853
- 2a Yoshimi Y, Watanabe S, Shinomiya T, Makino A, Toyoda M, Ikekita M. Brain Res. 2003; 991: 113
- 2b Damaraju D, Damaraju VL, Brun M, Mowles D, Kuzma M, Berendt RC, Sawyer MB, Cass CE. Biochem. Pharmacol. 2008; 75: 1901
- 2c Novak I, Kovać B. Spectrochim. Acta, Part A 2005; 61: 2771
- 2d Ruiz J, Lorenzo J, Sanglas L, Cutillas N, Vicente C, Villa MD, Avilés FX, López G, Moreno V, Pérez J, Bautista D. Inorg. Chem. 2006; 45: 6347
- 3a Beobide G, Castillo O, Cepeda J, Luque A, Perez-Yãnez S, Roman P, Thomas-Gipson J. Coord. Chem. Rev. 2013; 257: 2716
- 3b Li X, Kuang Y, Xu B. Soft Matter 2012; 8: 2801
- 3c Arnal-Hérault C, Barboiu M, Pasc A, Michau M, Perriat P, van der Lee A. Chem. Eur. J. 2007; 13: 6792
- 4a Li X.-Q, Jia M.-X, Wang X.-Z, Jiang X.-K, Li Z.-T, Chen G.-J, Yu Y.-H. Tetrahedron 2005; 61: 9600
- 4b Sessler JL, Jayawickramarajah J. Chem. Commun. 2005; 1939
- 4c Sessler JL, Lawrence CM, Jayawickramarajah J. Chem. Soc. Rev. 2007; 36: 314
- 4d Chattopadhyay P, Pandey PS. Tetrahedron Lett. 2008; 49: 4640
- 5a Cheng S, Zhang M, Dixit N, Moore RB, Long TE. Macromolecules 2012; 45: 805
- 5b Hemp ST, Long TE. Macromol. Biosci. 2012; 12: 29
- 5c McHale R, O’Reilly RK. Macromolecules 2012; 45: 7665
Reference Ris Wihthout Link
- 6a Verma S, Mishra AK, Kumar J. Acc. Chem. Res. 2010; 43: 79
- 6b An J, Geib SJ, Rosi NL. J. Am. Chem. Soc. 2010; 132: 38
- 6c Xu W, Wang J, Jacobsen MF, Mura M, Yu M, Kelly RE. A, Meng Q, Lægsgaard E, Stensgaard I, Linderoth TR, Kjems J, Kantorovich LN, Gothelf KV, Besenbacher F. Angew. Chem. Int. Ed. 2010; 49: 9373
- 6d Pérez-Yáñez S, Beobide G, Castillo O, Cepeda J, Luque A, Román P. Cryst. Growth Des. 2013; 13: 3057
- 7a Plietzsch O, Schiling CI, Tolev M, Nieger M, Richert C, Muller T, Braese S. Org. Biomol. Chem. 2009; 7: 4734
- 7b Singh A, Tolev M, Schiling CI, Braese S, Griesser H, Richert C. J. Org. Chem. 2012; 77: 2718
- 8 Trakossas S, Argyropoulou EC, Hadjipavlou-Litina DJ. Tetrahedron Lett. 2011; 52: 1673
- 9 Roy S, Bag SS, Basak A. Tetrahedron 2012; 68: 8600
- 10 Wei B, Hui Q, Sherman JC. Chem. Commun. 2012; 48: 109
- 11 Davis AP, Wareham RS. Angew. Chem. Int. Ed. 1999; 38: 2978
- 12 Perraud O, Lefevre S, Robert V, Martinez A, Dutasta J.-P. Org. Biomol. Chem. 2012; 10: 1056
- 13 Schmitt A, Chatelet B, Collin S, Dutasta J.-P, Martinez A. Chirality 2013; 25: 475
- 14 Perraud O, Robert V, Martinez A, Dutasta J.-P. Chem. Eur. J. 2011; 17: 4177
- 15 Soberats B, Martínez L, Sanna E, Sampedro A, Rotger C, Costa A. Chem. Eur. J. 2012; 18: 7533
- 16 Piron F, Oprea C, Cismas C, Terec A, Roncali J, Grosu I. Synthesis 2010; 1639
- 17a Xiwg Y, Hixson SS, Zimmermann RA. Tetrahedron Lett. 1990; 31: 5649
- 17b Polshakov D, Rai S, Wilson RM, Mack ET, Vogel M, Krause JA, Burdzinski G, Platz MS. Biochemistry 2005; 44: 11241
- 17c Chirio M.-C, Brethes D, Napias C, Grandier-Vazeille X, Rakotomanana F, Chevallier J. Eur. J. Biochem. 1990; 194: 293
- 18a Zhang Q, Hua G, Bhattacharyya P, Slawin AM. Z, Woollins JD. Dalton Trans. 2003; 3250
- 18b Nguyen C, Ruda GF, Schipani A, Kasinathan G, Leal I, Musso-Buendia A, Kaiser M, Brun R, Ruiz-Pérez LM, Sahlberg B.-L, Johansson NG, González-Pacanowska D, Gilbert IH. J. Med. Chem. 2006; 49: 4183
- 18c Zhang Q, Hua G, Bhattacharyya P, Slawin AM. Z, Woollins JD. Eur. J. Inorg. Chem. 2003; 2426
- 18d Roy B, Dutta S, Chowdhary A, Basak A, Dasgupta S. Bioorg. Med. Chem. Lett. 2008; 18: 5411
- 19 Fedorov AY, Shchepalov AA, Bolshakov AV, Shavyrin AS, Kurskii YA, Finet JP, Zelentsov SV. Russ. Chem. Bull. 2004; 53: 370
- 20 Shendage DM, Froehlich R, Haufe G. Org. Lett. 2004; 6: 3675
- 21 Ferrer E, Alibés R, Busqué F, Figueredo M, Font J, March P. J. Org. Chem. 2009; 74: 2425
- 22 Michel BY, Strazewski P. Tetrahedron 2007; 63: 9836
- 23 Zhou J, Shevlin PB. Synth. Commun. 2010; 27: 3591
See for example:
See for example: