β-turn modulation by the cyclohexane analogues of phenylalanine

  1. Jiménez, A.I. 2
  2. Cativiela, C. 2
  3. París, M. 1
  4. Peregrina, J.M. 1
  5. Avenoza, A. 1
  6. Aubry, A. 4
  7. Marraud, M. 3
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 Instituto de Nanociencia y Materiales de Aragón
    info

    Instituto de Nanociencia y Materiales de Aragón

    Zaragoza, España

    ROR https://ror.org/031n2c920

  3. 3 University of Lorraine
    info

    University of Lorraine

    Nancy, Francia

    ROR https://ror.org/04vfs2w97

  4. 4 Laboratory of Crystallography, Nuclear Magnetic Resonance and Modelling
    info

    Laboratory of Crystallography, Nuclear Magnetic Resonance and Modelling

    Vandœuvre-lès-Nancy, Francia

    ROR https://ror.org/017je3b10

Revista:
Tetrahedron Letters

ISSN: 0040-4039

Año de publicación: 1998

Volumen: 39

Número: 43

Páginas: 7841-7844

Tipo: Artículo

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DOI: 10.1016/S0040-4039(98)01723-7 SCOPUS: 2-s2.0-0032558656 WoS: WOS:000076338400007 GOOGLE SCHOLAR

Otras publicaciones en: Tetrahedron Letters

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Resumen

X-ray diffraction experiments have evidenced that the orientation of the aromatic side chain determine the folding tendencies of (t)BuCO-Pro-c6Phe- NH(i)Pr, where c6Phe denotes tire (S,S) and (R,R) cyclohexane analogues of phenylalanine. In the solid state, both dipeptides are β-folded, the β- turn type being dictated by the stereochemistry of the cyclohexane ring.