Calicheamicin gamma 1I and DNA: molecular recognition process responsible for site-specificity

Science. 1989 May 12;244(4905):697-9. doi: 10.1126/science.2717946.

Abstract

Calicheamicin gamma 1I is a recently discovered diyne-ene-containing antitumor antibiotic that cleaves DNA in a double-stranded fashion, a rarity among drugs, at specific sequences. It is proposed that the cutting specificity is due to a combination of the complementarity of the diyne-ene portion of the aglycone with DNA secondary structures and stabilization by association of the thiobenzoate-carbohydrate tail with the minor groove.

MeSH terms

  • Aminoglycosides*
  • Animals
  • Anti-Bacterial Agents / metabolism*
  • Antibiotics, Antineoplastic
  • Base Sequence
  • Benzoates
  • Binding Sites
  • Carbohydrates
  • Cattle
  • Computer Simulation
  • DNA / metabolism*
  • Enediynes
  • Models, Molecular
  • Molecular Structure
  • Nucleic Acid Conformation
  • Structure-Activity Relationship

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Antibiotics, Antineoplastic
  • Benzoates
  • Carbohydrates
  • Enediynes
  • calicheamicin gamma(1)I
  • DNA