139
Views
9
CrossRef citations to date
0
Altmetric
Original Articles

The 6-Methoxymethyl Derivative Of Pyrrolo-Dc For Selective Fluorometric Detection Of Guanosine-Containing Sequences

&
Pages 533-537 | Published online: 10 Dec 2007

REFERENCES

  • Saito , Y. , Miyauchi , Y. , Okamoto , A. and Saito , I. 2004 . Synthesis and properties of novel base-discriminating fluorescent (BDF) nucleosides: a highly polarity-sensitive fluorophore for SNP typing . Tetrahedron Lett. , 45 : 7827 – 7831 . For arecent example see
  • Miyata , K. , Tamamushi , R. , Ohkubo , A. , Taguchi , H. , Seio , K. , Santa , T. and Sekine , M. 2006 . Synthesis and properties of a new fluorescent bicyclic 4-N-carbamoyldeoxycytidine Derivative . Org. Lett. , 8 : 1545 – 1548 .
  • Rist , M. J. and Marino , J. P. 2002 . Fluorescent nucleotide analogs as probes of nucleic acid structure, dynamics and interactions . Curr. Org. Chem. , 6 : 775 – 793 .
  • Inoue , H. , Imura , A. and Ohtsuka , E. 1987 . Synthesis of dodecadeoxyribonucleotides containing a pyrrolo[2,3-d]pyrimidine nucleoside and their base-pairing ability . Nippon Kagaku Kaishi , 7 : 1214 – 1220 . Although the use of pyrrolcytosine is a relatively recent phenomenon it was first described some time ago. The first synthesis of pyrrolocytidine from cytidine nucleoside was described by
  • Martin , C. T. and Liu , C. 2001 . Fluorescence characterization of the transcription bubble in elongation complexes of T7 RNA polymerase . J. Mol. Biol. , 308 : 465 – 475 .
  • Martin , C. T. and Liu , C. 2002 . Promoter clearance by T7 RNA polymerase: initial bubble collapse and transcript dissociation monitored by base analog fluorescence . J. Biol. Chem. , 277 : 2725 – 2731 .
  • Chen , P. and He , C. 2004 . A general strategy to convert the MerR family proteins into highly sensitive and selective fluorescent biosensors for metal ions . J. Am. Chem. Soc. , 126 : 728 – 729 .
  • Dash , C. , Raush , J. W. and Le Grice , S. F. J. 2004 . Using pyrrolodeoxycytosine to probe RNA/DNA hybrids containing the human immunodeficiency virus type-1 3′ polypurine tract . Nucleic Acids Res. , 32 : 1539 – 1547 .
  • Johnson , N. P. , Baase , W. A. and von Hippel , P. H. 2005 . Investigating local conformations of double-stranded DNA by low-energy circular dichroism of pyrrolocytosine . Proc. Nat. Acad. Sci. USA , 102 : 7169 – 7173 .
  • Marti , A. A. , Jockusch , S. , Li , Z. , Ju , J. and Turro , N. J. 2006 . Molecular beacons with intrinsically fluorescent nucleotides . Nucleic Acids Res. , 34 : e50/1 – e50/7 .
  • Hudson , R. H. E. , Dambenieks , A. K. and Viirre , R. D. 2004 . Fluorescent 7-deazapurine derivatives from 5-iodocytosine via a tandem cross-coupling/annulation reaction . Synlett. , 13 : 2400 – 2402 .
  • Hudson , R. H. E. , Dambenieks , A. K. and Moszynski , J. M. New fluorescent nucleobases derived from 5- alkynylpyrimidines . Proceedings of SPIE: Photonic Applications in Biosensing and Imaging . Toronto. pp. 59690J1 – J10 . 5969
  • Hudson , R. H. E. and Dambenieks , A. K. 2006 . Synthesis of N1-unsubstituted 5-alkynylcytosine and derivatives thereof . Heterocycles , 68 : 1325 – 1328 .
  • Thompson , K. C. and Norimune , M. 2005 . Properties of a new fluorescent cytosine analogue, pyrrolocytosine . J. Phys. Chem. B , 109 : 6012 – 6019 .
  • Mep-dC phosphoramidite reagent is available from Glen Research, Sterling, Virginia, USA 20164
  • Berry , D. A. , Jung , K.-Y. , Wise , D. S. , Sercel , A. D. , Pearson , W. H. , Mackie , H. , Randolph , J. B. and Somers , R. L. 2004 . Pyrrolo-dC and pyrrolo-C: Fluorescent analogs of cytidine and 2′-deoxycytidine for the study of oligonucleotides . Tetrahedron Lett. , 45 : 2457 – 2461 .
  • Woo , J. , Meyer , R. B. and Gamper , H. B. Jr. 1996 . G/C-modified oligodeoxynucleotides with selective complementarity: synthesis and hybridization properties . Nucleic Acids Res. , 24 : 2470 – 2475 . A previous different synthesis has been reported

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.