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Organic and Biomolecular Chemistry

Volumn 6, Issue 16, 2008, Pages 2892-2899

Threoninol as a scaffold of dyes (threoninol-nucleotide) and their stable interstrand clustering in duplexes

(3) Kashida, Hiromu a Fujii, Taiga a Asanuma, Hiroyuki a,b

a NAGOYA UNIVERSITY (Japan)

b JAPAN SCIENCE AND TECHNOLOGY AGENCY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION; AGGLOMERATION; AVIATION; CHLORINE COMPOUNDS; DICHROISM; EXCITONS; FLOW INTERACTIONS; FLOW OF SOLIDS; MELTING POINT; NUCLEIC ACIDS; OPTICAL PROPERTIES; ORGANIC ACIDS; SCAFFOLDS; SUPERCONDUCTING MATERIALS;

ABSORPTION BANDS; BATHOCHROMIC SHIFTS; CIRCULAR DICHROISM; EXCITON INTERACTIONS; FUNCTIONAL MOLECULES; H-AGGREGATION; MELTING TEMPERATURE; METHYL RED; STACKING INTERACTIONS; TRANSITION REGION;

NUCLEOTIDES;

ADENOSINE; AMINOALCOHOL; AZO COMPOUND; AZOBENZENE; BENZAMIDE DERIVATIVE; BUTANEDIOL; COLORING AGENT; DNA; DRUG DERIVATIVE; METHYL RED; NAPHTHYL RED; OLIGODEOXYRIBONUCLEOTIDE; THREONINE; THREONINOL;

ARTICLE; BASE PAIRING; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; MOLECULAR GENETICS; NUCLEOTIDE SEQUENCE; SPECTROSCOPY; TEMPERATURE;

ADENOSINE; AMINO ALCOHOLS; AZO COMPOUNDS; BASE PAIRING; BASE SEQUENCE; BENZAMIDES; BUTYLENE GLYCOLS; COLORING AGENTS; DNA; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; NUCLEIC ACID CONFORMATION; OLIGODEOXYRIBONUCLEOTIDES; SPECTRUM ANALYSIS; TEMPERATURE; THREONINE;

EID: 49149102731 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b806406g Document Type: Article

Times cited : (49)

References (42)

1
- 33846393737
- and references therein
- I. Hirao Curr. Opin. Chem. Biol. 2006 10 622
- (2006) Curr. Opin. Chem. Biol. , vol.10 , pp. 622
- Hirao, I.¹

2
- 0037733977
- J. Kurreck Eur. J. Biochem. 2003 270 1628
- (2003) Eur. J. Biochem. , vol.270 , pp. 1628
- Kurreck, J.¹

3
- 33751430435
- C. Wilson A. D. Keefe Curr. Opin. Chem. Biol. 2006 10 607
- (2006) Curr. Opin. Chem. Biol. , vol.10 , pp. 607
- Wilson, C.¹ Keefe, A.D.²

4
- 0032825423
- C. Wojczewski K. Stolze J. W. Engels Synlett 1999 1667
- (1999) Synlett , pp. 1667
- Wojczewski, C.¹ Stolze, K.² Engels, J.W.³

5
- 0037458821
- K. Tanaka A. Tengeiji T. Kato N. Toyama M. Shionoya Science 2003 299 1212
- (2003) Science , vol.299 , pp. 1212
- Tanaka, K.¹ Tengeiji, A.² Kato, T.³ Toyama, N.⁴ Shionoya, M.⁵

6
- 0037009961
- J. Gao C. Strässler D. Tahmassebi E. T. Kool J. Am. Chem. Soc. 2002 124 11590
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 11590
- Gao, J.¹ Strässler, C.² Tahmassebi, D.³ Kool, E.T.⁴

7
- 33947277312
- J. N. Wilson J. M. Gao E. T. Kool Tetrahedron 2007 63 3427
- (2007) Tetrahedron , vol.63 , pp. 3427
- Wilson, J.N.¹ Gao, J.M.² Kool, E.T.³

8
- 1942536069
- M. Kosuge M. Kubota A. Ono Tetrahedron Lett. 2004 45 3945
- (2004) Tetrahedron Lett. , vol.45 , pp. 3945
- Kosuge, M.¹ Kubota, M.² Ono, A.³

9
- 27744602388
- M. Nakamura Y. Ohtoshi K. Yamana Chem. Commun. 2005 41 5163
- (2005) Chem. Commun. , vol.41 , pp. 5163
- Nakamura, M.¹ Ohtoshi, Y.² Yamana, K.³

10
- 33746238065
- E. Mayer-Enthart H. A. Wagenknecht Angew. Chem., Int. Ed. 2006 45 3372
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 3372
- Mayer-Enthart, E.¹ Wagenknecht, H.A.²

11
- 34250719932
- V. L. Malinovskii F. Samain R. Häner Angew. Chem., Int. Ed. 2007 46 4464
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 4464
- Malinovskii, V.L.¹ Samain, F.² Häner, R.³

12
- 35348975069
- J. Chiba S. Takeshima K. Mishima H. Maeda Y. Nanai K. Mizuno M. Inouye Chem.-Eur. J. 2007 13 8124
- (2007) Chem.-Eur. J. , vol.13 , pp. 8124
- Chiba, J.¹ Takeshima, S.² Mishima, K.³ Maeda, H.⁴ Nanai, Y.⁵ Mizuno, K.⁶ Inouye, M.⁷

13
- 33645777423
- For example:
- Y. Cho E. T. Kool ChemBioChem 2006 7 669
- (2006) ChemBioChem , vol.7 , pp. 669
- Cho, Y.¹ Kool, E.T.²

14
- 0030572482
- K. S. Ramasamy W. Seifert Bioorg. Med. Chem. Lett. 1996 6 1799
- (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 1799
- Ramasamy, K.S.¹ Seifert, W.²

15
- 0030663409
- V. S. Rana V. A. Kumar K. N. Ganesh Bioorg. Med. Chem. Lett. 1997 7 2837
- (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 2837
- Rana, V.S.¹ Kumar, V.A.² Ganesh, K.N.³

16
- 16244417170
- L. Zhang A. E. Peritz E. Meggers J. Am. Chem. Soc. 2005 127 4174
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 4174
- Zhang, L.¹ Peritz, A.E.² Meggers, E.³

17
- 0027053634
- P. S. Nelson M. Kent S. Muthini Nucleic Acids Res. 1992 20 6253
- (1992) Nucleic Acids Res. , vol.20 , pp. 6253
- Nelson, P.S.¹ Kent, M.² Muthini, S.³

18
- 0036861482
- K. Yamana T. Iwai Y. Ohtani S. Sato M. Nakamura H. Nakano Bioconjugate Chem. 2002 13 1266
- (2002) Bioconjugate Chem. , vol.13 , pp. 1266
- Yamana, K.¹ Iwai, T.² Ohtani, Y.³ Sato, S.⁴ Nakamura, M.⁵ Nakano, H.⁶

19
- 0037112676
- U. B. Christensen E. B. Pedersen Nucleic Acids Res. 2002 30 4918
- (2002) Nucleic Acids Res. , vol.30 , pp. 4918
- Christensen, U.B.¹ Pedersen, E.B.²

20
- 0042867149
- N. N. Dioubankova A. D. Malakhov D. A. Stetsenko V. A. Korshun M. J. Gait Org. Lett. 2002 4 4607
- (2002) Org. Lett. , vol.4 , pp. 4607
- Dioubankova, N.N.¹ Malakhov, A.D.² Stetsenko, D.A.³ Korshun, V.A.⁴ Gait, M.J.⁵

21
- 3142660461
- A. Okamoto T. Ichiba I. Saito J. Am. Chem. Soc. 2004 126 8364
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 8364
- Okamoto, A.¹ Ichiba, T.² Saito, I.³

22
- 11844274680
- L. L. Zhang E. Meggers J. Am. Chem. Soc. 2005 127 74
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 74
- Zhang, L.L.¹ Meggers, E.²

23
- 49149116417
- V. Linda H. A. Wagenknecht Synlett 2007 13 2111
- (2007) Synlett , vol.13 , pp. 2111
- Linda, V.¹ Wagenknecht, H.A.²

24
- 33845555911
- C. F. Stanfield J. E. Parker P. Kanellis J. Org. Chem. 1981 46 4799
- (1981) J. Org. Chem. , vol.46 , pp. 4799
- Stanfield, C.F.¹ Parker, J.E.² Kanellis, P.³

25
- 0026926106
- M. A. Reynolds T. A. Beck R. I. Hogrefe A. McCaffrey L. J. Arnold M. M. Vaghefi Bioconjugate Chem. 1992 3 366
- (1992) Bioconjugate Chem. , vol.3 , pp. 366
- Reynolds, M.A.¹ Beck, T.A.² Hogrefe, R.I.³ McCaffrey, A.⁴ Arnold, L.J.⁵ Vaghefi, M.M.⁶

26
- 0030135721
- K. Fukui M. Morimoto H. Segawa K. Tanaka T. Shimidzu Bioconjugate Chem. 1996 7 349
- (1996) Bioconjugate Chem. , vol.7 , pp. 349
- Fukui, K.¹ Morimoto, M.² Segawa, H.³ Tanaka, K.⁴ Shimidzu, T.⁵

27
- 0035697075
- A. K. Sharma P. Kumar K. C. Gupta Helv. Chim. Acta 2001 84 3643
- (2001) Helv. Chim. Acta , vol.84 , pp. 3643
- Sharma, A.K.¹ Kumar, P.² Gupta, K.C.³

28
- 0035898477
- H. Asanuma T. Takarada T. Yoshida D. Tamaru X. G. Liang M. Komiyama Angew. Chem., Int. Ed. 2001 40 2671
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 2671
- Asanuma, H.¹ Takarada, T.² Yoshida, T.³ Tamaru, D.⁴ Liang, X.G.⁵ Komiyama, M.⁶

29
- 0347064289
- X. G. Liang H. Asanuma H. Kashida A. Takasu T. Sakamoto G. Kawai M. Komiyama J. Am. Chem. Soc. 2003 125 16408
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 16408
- Liang, X.G.¹ Asanuma, H.² Kashida, H.³ Takasu, A.⁴ Sakamoto, T.⁵ Kawai, G.⁶ Komiyama, M.⁷

30
- 0037432896
- C. Brotschi C. J. Leumann Angew. Chem., Int. Ed. 2003 42 1655
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1655
- Brotschi, C.¹ Leumann, C.J.²

31
- 15044344285
- Melting temperatures of Ana-Mnb, T5a-M5b, C5a-M5b, and G5a-M5b are listed in Table S-1 in the ESI. Absorption maxima and half-line widths of the band of Methyl Red in these duplexes are also shown
- C. Brotschi G. Mathis C. J. Leumann Chem.-Eur. J. 2005 11 1911
- (2005) Chem.-Eur. J. , vol.11 , pp. 1911
- Brotschi, C.¹ Mathis, G.² Leumann, C.J.³

32
- 75449145408
- M. Kasha Radiat. Res. 1963 20 55
- (1963) Radiat. Res. , vol.20 , pp. 55
- Kasha, M.¹

33
- 0014840662
- K. Norland A. Ames T. Taylor Photogr. Sci. Eng. 1970 14 295
- (1970) Photogr. Sci. Eng. , vol.14 , pp. 295
- Norland, K.¹ Ames, A.² Taylor, T.³

34
- 0036015368
- H. Asanuma K. Shirasuka M. Komiyama Chem. Lett. 2002 490
- (2002) Chem. Lett. , pp. 490
- Asanuma, H.¹ Shirasuka, K.² Komiyama, M.³

35
- 30744436085
- a of naphthyl red was 6.5 in duplex. Thus, UV-Vis spectra of Naphthyl Red-Methyl Red hetero aggregates were measured at pH 5.0, where Naphthyl Red moieties were protonated. See ref. 18 for effects of pH on the spectroscopic behavior of Naphthyl Red
- H. Kashida M. Tanaka S. Baba T. Sakamoto G. Kawai H. Asanuma M. Komiyama Chem.-Eur. J. 2006 12 777
- (2006) Chem.-Eur. J. , vol.12 , pp. 777
- Kashida, H.¹ Tanaka, M.² Baba, S.³ Sakamoto, T.⁴ Kawai, G.⁵ Asanuma, H.⁶ Komiyama, M.⁷

36
- 11144304017
- According to Leumann et al. (see ref. 12), Bph moieties on d-ribose were partially stacked with each other and adopted a B-DNA conformation from CD measurements, suggesting that multiple Bphs adopted a helical structure. But Methyl Reds on d-threoninol did not adopt such a wound structure as estimated from the small ICD. We think that the flexibility of the threoninol scaffold also contributed to the non-helical structure The strong CD, especially for M6a-M6b, would be derived from the single-stranded M6a or M6b, in which Methyl Reds adopted a helical structure in the single strand
- H. Kashida H. Asanuma M. Komiyama Angew. Chem., Int. Ed. 2004 43 6522
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 6522
- Kashida, H.¹ Asanuma, H.² Komiyama, M.³

37
- 0029336153
- Y. Yonezawa T. Miyama H. Ishizawa J. Imaging Sci. Technol. 1995 39 331
- (1995) J. Imaging Sci. Technol. , vol.39 , pp. 331
- Yonezawa, Y.¹ Miyama, T.² Ishizawa, H.³

38
- 0037031407
- The difference in hydrophilicity between the dyes and natural nucleobases may also induce the destabilization of the duplex
- R. A. Garoff E. A. Litzinger R. E. Connor I. Fishman B. A. Armitage Langmuir 2002 18 6330
- (2002) Langmuir , vol.18 , pp. 6330
- Garoff, R.A.¹ Litzinger, E.A.² Connor, R.E.³ Fishman, I.⁴ Armitage, B.A.⁵

39
- 0029830949
- W. Lin W. Lin G. K. Wong T. J. Marks J. Am. Chem. Soc. 1996 118 8034
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 8034
- Lin, W.¹ Lin, W.² Wong, G.K.³ Marks, T.J.⁴

40
- 0036073574
- O. R. Evans W. Lin Acc. Chem. Res. 2002 35 511
- (2002) Acc. Chem. Res. , vol.35 , pp. 511
- Evans, O.R.¹ Lin, W.²

41
- 34250319354
- E. L. Botvinick J. V. Shah Methods Cell Biol. 2007 82 81
- (2007) Methods Cell Biol. , vol.82 , pp. 81
- Botvinick, E.L.¹ Shah, J.V.²

42
- 0037804318
- H. Asanuma H. Kashida X. G. Liang M. Komiyama Chem. Commun. 2003 1536
- (2003) Chem. Commun. , pp. 1536
- Asanuma, H.¹ Kashida, H.² Liang, X.G.³ Komiyama, M.⁴

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