Elsevier

Phytochemistry

Volume 35, Issue 5, March 1994, Pages 1111-1123
Phytochemistry

Modelling the auxin-binding site of auxin-binding protein 1 of maize

https://doi.org/10.1016/S0031-9422(00)94807-6Get rights and content

Abstract

We have modelled the auxin-binding site of maize auxin-binding protein 1 (ABP1) using published Site I binding data for 45 different auxin analogues. We propose an auxin phytophore model based on the analysis of structure-activity relationships for these compounds. The phytophore incorporates the key structural features of the three compounds which bind with the highest affinity, naphthalene-1-acetic acid, naphthalene-2-acetic acid and indole-3-acetic acid. We propose that their phytophoric conformation is one in which the planes described by their carboxylic acid groups are perpendicular to the plane of their aromatic ring systems and that their carboxylic acid oxygens are positioned directly astride the ring system. Our model of the auxin-binding site describes three regions of the protein: a planar aromatic ring binding platform, a carboxylic acid binding site and a hydrophobic transition region which separates the two binding sites. The exact orientation and position of the ABP1 groups involved in carboxylic acid binding is somewhat flexible. This is the first model proposed which describes the auxin-binding site of a single auxin-binding protein. We have used this model to propose a number of compounds which should bind ABP1 well.

References (34)

  • KatekarG.F.

    Phytochemistry

    (1979)
  • LoblerM. et al.

    J. Biol. Chem.

    (1985)
  • Del ReG. et al.

    Biochem. Biophys. Acta

    (1963)
  • BarlowD.J. et al.

    J. Molec. Biol.

    (1983)
  • WentF.W. et al.
  • LarsonP.
  • PorterW.L. et al.

    Phytochemistry

    (1965)
  • FarrimondJ.A. et al.

    Phytochemistry

    (1978)
  • LehmannP.A.

    Chem. Biol. Interactions

    (1978)
  • KaethnerT.M.

    Nature

    (1977)
  • RakhaminovaA.B. et al.

    Biokhimiya

    (1978)
  • KatekarG.F. et al.
  • SparatoreF. et al.

    Quant. Struct.-Act. Relat.

    (1988)
  • ChiriacA. et al.

    Eur. J. Med. Chem.

    (1983)
  • JonesA.M. et al.

    Bioessays

    (1992)
  • RayP.M. et al.

    Plant Physiol.

    (1977)
  • JonesA.M. et al.

    Planta

    (1989)
  • Cited by (48)

    • Mechanism of auxin interaction with Auxin Binding Protein (ABP1): A molecular dynamics simulation study

      2008, Biophysical Journal
      Citation Excerpt :

      Before the ABP1 crystal structure was solved, QSAR analysis based solely on the structures of auxin and auxin-related molecules was possible. Different approaches were used to develop models (43–49) that related the biological activity of the compounds to their structural features. The models enabled identification of structural features important for auxin activity and classification of auxin-related compounds.

    • Melatonin: An Emerging Phytohormone with Multifaceted Functions in the Regulation of Plant Growth and Development

      2023, Advancement of Melatonin Research in Plants: Multi-Faceted Role in Regulating Development and Stress Protection
    • Auxin structure-activity relationships in Physcomitrella patens

      2018, Bryology for the Twenty-first Century
    View all citing articles on Scopus
    View full text