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Volumn 48, Issue 4, 2007, Pages 617-621

Highly selective adenine recognition by a macrocyclic host molecule employing multiple hydrogen bonding and π-π stacking interactions

Author keywords

Stacking interactions; Fluorescence response; High adenine selectivity; Macrocyclic host; Multiple hydrogen bonding

Indexed keywords

2,6 BIS(OXAZOL 2 YL)PYRIDINE; ADENINE; CHLOROETHANE; HYDROGEN; MACROCYCLIC COMPOUND; NAPHTHALENE DERIVATIVE; NUCLEIC ACID BASE; PYRIDINE DERIVATIVE;

EID: 33845637948     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.11.106     Document Type: Article
Times cited : (12)

References (37)
  • 9
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    • For review articles, see:
    • For review articles, see:. Cooke G., and Rotello V.M. Chem. Soc. Rev. 31 (2002) 275-286
    • (2002) Chem. Soc. Rev. , vol.31 , pp. 275-286
    • Cooke, G.1    Rotello, V.M.2
  • 14
    • 0024600942 scopus 로고
    • For selected examples of host molecules for adenine nucleobase, see:
    • For selected examples of host molecules for adenine nucleobase, see:. Goswami S., Hamilton A.D., and Van Engen D. J. Am. Chem. Soc. 111 (1989) 3425-3426
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 3425-3426
    • Goswami, S.1    Hamilton, A.D.2    Van Engen, D.3
  • 24
    • 33845683267 scopus 로고    scopus 로고
    • note
    • 2O: C, 62.81; H, 6.35; N, 9.39. Found: C, 62.94; H, 6.30; N, 9.36.
  • 25
    • 33845654692 scopus 로고    scopus 로고
    • note
    • The NH signal of host 2 appeared to be unequivalent because the macrocyclic host 2 may have asymmetric conformations by cyclization.
  • 26
    • 0001511660 scopus 로고
    • See Supplementary data
    • Job P. Ann. Chim. Appl. 9 (1928) 113-203 See Supplementary data
    • (1928) Ann. Chim. Appl. , vol.9 , pp. 113-203
    • Job, P.1
  • 27
    • 33845672933 scopus 로고    scopus 로고
    • note
    • 4a
  • 28
    • 33845633624 scopus 로고    scopus 로고
    • note
    • 5
  • 29
    • 0039108378 scopus 로고    scopus 로고
    • For the examples of the fluorescence quenching caused by hydrogen bonded complex, see:
    • For the examples of the fluorescence quenching caused by hydrogen bonded complex, see:. Amemiya S., Bühlmann P., and Umezawa Y. Chem. Commun. 341 (1997) 1027-1028
    • (1997) Chem. Commun. , vol.341 , pp. 1027-1028
    • Amemiya, S.1    Bühlmann, P.2    Umezawa, Y.3
  • 31
    • 33746190548 scopus 로고
    • The 1:1 stability constants were determined by the Benesi-Hildebrand method:
    • The 1:1 stability constants were determined by the Benesi-Hildebrand method:. Benesi H.A., and Hildebrand J.H. J. Am. Chem. Soc. 71 (1949) 2703-2707
    • (1949) J. Am. Chem. Soc. , vol.71 , pp. 2703-2707
    • Benesi, H.A.1    Hildebrand, J.H.2
  • 32
    • 33845631044 scopus 로고    scopus 로고
    • note
    • The 1:1 stability constants were determined by the non-linear curve fitting method using Kaleida Graph program. See, Supplementary data.
  • 33
    • 33845605738 scopus 로고    scopus 로고
    • note
    • Hosts 3 and 4 were obtained using the procedure analogous to that for host 2.
  • 34
    • 33845614304 scopus 로고    scopus 로고
    • note
    • 9-Alkyladenines are mainly used as the adenine guest molecules to investigate molecular recognition by a combination of hydrogen bonding and π-π stacking interactions in previous studies, see Ref. 4.
  • 35
    • 33845629683 scopus 로고    scopus 로고
    • note
    • 4a


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.