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Volumn 13, Issue 13, 2011, Pages 3486-3489

A nonpeptidic reverse-turn scaffold stabilized by urea-based dual intramolecular hydrogen bonding

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXYLAMINE DERIVATIVE; DRUG DERIVATIVE; PEPTIDE; PROLINE; UREA;

EID: 79959753189     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol201247x     Document Type: Article
Times cited : (11)

References (44)
  • 1
    • 0019443447 scopus 로고
    • For selected reviews on reverse-turns, see
    • For selected reviews on reverse-turns, see: Richardson, J. S. Adv. Protein Chem. 1981, 34, 167
    • (1981) Adv. Protein Chem. , vol.34 , pp. 167
    • Richardson, J.S.1
  • 17
    • 0028038601 scopus 로고
    • For selected reviews on reverse-turn mimetics, see
    • For selected reviews on reverse-turn mimetics, see: Gante, J. Angew. Chem., Int. Ed. 1994, 33, 1699
    • (1994) Angew. Chem., Int. Ed. , vol.33 , pp. 1699
    • Gante, J.1
  • 36
    • 79959735584 scopus 로고    scopus 로고
    • The plot of concentration vs chemical shift for compound 5 showed that the concentration of 7.78 mM was the nonaggregation limit, so 2 mM was chosen for the NMR studies.
    • The plot of concentration vs chemical shift for compound 5 showed that the concentration of 7.78 mM was the nonaggregation limit, so 2 mM was chosen for the NMR studies.
  • 37
    • 79959704464 scopus 로고    scopus 로고
    • 3 was not seen.
    • 3 was not seen.
  • 38
    • 0037189888 scopus 로고    scopus 로고
    • The high crystalline nature of cyclohexyl and tert -butyl substituents in β N-O turns and helices was reported
    • The high crystalline nature of cyclohexyl and tert -butyl substituents in β N-O turns and helices was reported: Yang, D.; Zhang, Y.-H.; Zhu, N.-Y. J. Am. Chem. Soc. 2002, 124, 9966
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 9966
    • Yang, D.1    Zhang, Y.-H.2    Zhu, N.-Y.3
  • 39
    • 79959726495 scopus 로고    scopus 로고
    • -3. CCDC 730130.
    • -3. CCDC 730130.
  • 40
    • 79959759082 scopus 로고    scopus 로고
    • The compound numbering is arbitrary and different from those in the NMR structure.
    • The compound numbering is arbitrary and different from those in the NMR structure.
  • 41
    • 79959736016 scopus 로고    scopus 로고
    • i +2 that can be seen in a natural β-turn are not analyzed since cis -1,2-DACH is not originated from a natural amino acid as per the usual nomenclature convention: ref 7c and references therein.
    • i +2 that can be seen in a natural β-turn are not analyzed since cis -1,2-DACH is not originated from a natural amino acid as per the usual nomenclature convention: ref 7c and references therein.
  • 42
    • 79851503310 scopus 로고    scopus 로고
    • For a recent example of an intramolecular H-bond for turn mimics in the solid state, see
    • For a recent example of an intramolecular H-bond for turn mimics in the solid state, see: Sacchetti, A.; Silvani, A.; Lesma, G.; Pilati, T. J. Org. Chem. 2011, 76, 833
    • (2011) J. Org. Chem. , vol.76 , pp. 833
    • Sacchetti, A.1    Silvani, A.2    Lesma, G.3    Pilati, T.4
  • 44
    • 79959767410 scopus 로고    scopus 로고
    • An IR study of 6 also supported the existence of the hydrogen bonding (see SI). In addition, the computational analysis is consistent with the experimental results (see SI).
    • An IR study of 6 also supported the existence of the hydrogen bonding (see SI). In addition, the computational analysis is consistent with the experimental results (see SI).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.