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Volumn 6, Issue 4, 2015, Pages 2313-2322

Flaws in foldamers: Conformational uniformity and signal decay in achiral helical peptide oligomers

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; AMPHIPHILES; CHAIN LENGTH; CHAINS; CONFORMATIONS; MOLECULAR STRUCTURE; OLIGOMERS; PEPTIDES; SCREWS; SOLVENTS;

EID: 84924942247     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c4sc03944k     Document Type: Article
Times cited : (31)

References (96)
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    • Perutz, M.F.1
  • 52
    • 0034658624 scopus 로고    scopus 로고
    • Several control experiments established unequivocally that the stereoselectivity of the reactions in Fig. 1 is due to intramolecular conformational effects We define helical excess in a manner analogous to enantiomeric excess, but with regard to helix screw sense: he is the difference in population of P and M conformers as a percentage of the total. Suginome has exmployed the term 'screw sense excess' (se), generally quantified by CD, for the same quantity: see ref. 55 and 56
    • R. Krauss H.-G. Weinig M. Seydack J. Bendig U. Koert Angew. Chem., Int. Ed. 2000 39 1835 1837
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1835-1837
    • Krauss, R.1    Weinig, H.-G.2    Seydack, M.3    Bendig, J.4    Koert, U.5
  • 54
    • 0042311020 scopus 로고    scopus 로고
    • A previous study indicated that the Aib and Ac6c have very similar abilities to communicate a screw-sense preference from one part of an oligomer to another: see ref. 17 By contrast, an attempt to use oligoaromatic ureas to communicate a stereochemical preference led to a rapid fall-off in selectivity: see ref. 59 and 60
    • M. Suginome S. Collet Y. Ito Org. Lett. 2002 4 351 354
    • (2002) Org. Lett. , vol.4 , pp. 351-354
    • Suginome, M.1    Collet, S.2    Ito, Y.3
  • 74
    • 33748854652 scopus 로고    scopus 로고
    • in, Springer-Verlag, Berlin/Heidelberg
    • K. Maeda and E. Yashima, in Supramolecular Chirality, Springer-Verlag, Berlin/Heidelberg, 2006, vol. 265, pp. 47-88
    • (2006) Supramolecular Chirality , vol.265 , pp. 47-88
    • Maeda, K.1    Yashima, E.2
  • 93
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    • This value was recalculated to higher precision using the data reported in ref. 34. This more precise value was the one used to extrapolate values for control of helical excess in ref. 31 Ref. 17 uses the term 'helix conductivity', which may be interpreted as the value 1 - f
    • V. Jain K. S. Cheon K. Tang S. Jha M. M. Green Isr. J. Chem. 2011 51 1067 1074
    • (2011) Isr. J. Chem. , vol.51 , pp. 1067-1074
    • Jain, V.1    Cheon, K.S.2    Tang, K.3    Jha, S.4    Green, M.M.5
  • 96
    • 0038450358 scopus 로고    scopus 로고
    • It may be noted that the model will also accommodate the case where the more energetically favourable arrangement is one with alternating helix sense, corresponding to an antiferromagnetic array, in which case L = -1/ln(1 - 2p)
    • K. Tang M. M. Green K. S. Cheon J. V. Selinger B. A. Garetz J. Am. Chem. Soc. 2003 125 7313 7323
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 7313-7323
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.