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Volumn 8, Issue 20, 2006, Pages 4433-4436

Modulating the rate of a native ligation coupling between tripyrrole derivatives by using specific dsDNA sequences

Author keywords

[No Author keywords available]

Indexed keywords

DNA; LIGAND; PYRROLE DERIVATIVE;

EID: 33750076099     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061551i     Document Type: Article
Times cited : (11)

References (31)
  • 2
    • 4544357020 scopus 로고    scopus 로고
    • For general reviews on DNA-templated synthesis, see: (a) Li, X.; Liu, D. Angew. Chem., Int. Ed. 2004, 43, 4848-4870.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4848-4870
    • Li, X.1    Liu, D.2
  • 11
    • 20344389806 scopus 로고    scopus 로고
    • An example of the use of dsDNA as a chiral auxiliary in a Cu-catalyzed reaction has recently been reported: Roelfes, G.; Feringa, B. L. Angew. Chem., Int. Ed. 2005, 44, 3230-3232.
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 3230-3232
    • Roelfes, G.1    Feringa, B.L.2
  • 12
    • 0034830898 scopus 로고    scopus 로고
    • For reviews on pyrrole polyamide DNA recognition, see: (a) Dervan, P. B. Bioorg. Med. Chem. 2001, 9, 2215-2235.
    • (2001) Bioorg. Med. Chem. , vol.9 , pp. 2215-2235
    • Dervan, P.B.1
  • 23
    • 0036180507 scopus 로고    scopus 로고
    • and references cited therein
    • For the synthesis of tripyrrole polyamides containing alkyl side chains other than methyl, see, for instance: Satz, A. L.; Bruice, T. C. Acc. Chem. Res. 2002, 35, 86-95 and references cited therein.
    • (2002) Acc. Chem. Res. , vol.35 , pp. 86-95
    • Satz, A.L.1    Bruice, T.C.2
  • 24
    • 0030700484 scopus 로고    scopus 로고
    • A similar effect has been observed previously in native chemical ligations promoted by peptides: (a) Severin, K.; Lee, D. H.; Kennan, A. J.; Ghadiri, M. R. Nature 1997, 389, 706-709.
    • (1997) Nature , vol.389 , pp. 706-709
    • Severin, K.1    Lee, D.H.2    Kennan, A.J.3    Ghadiri, M.R.4
  • 27
    • 33750058480 scopus 로고    scopus 로고
    • note
    • d of 3 μM (see the Supporting Information).
  • 28
    • 33750080082 scopus 로고    scopus 로고
    • note
    • In the absence of dsDNA, under these reaction conditions, thioester 2 does also participate in secondary processes and thereby it is almost completely consumed after 1 h.
  • 29
    • 33750054589 scopus 로고    scopus 로고
    • note
    • Circular dichroism analysis indicates that mismatched DNA G keeps the double helical structure (see the Supporting Information).
  • 30
    • 33750039084 scopus 로고    scopus 로고
    • note
    • A control experiment demonstrated that the excess of urea does not alter the intrinsic coupling reaction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.