DNA-Interactive Drugs: Echinomycin


 
Name Echinomycin 
Quinomycin A
MW 1101.27 [Budvari, 1989] 
CAS#  512-64-1 
NCS#  526417
Category  Bicyclic peptide antibiotic
Binding Mode Bisintercalation.  Solution [Gilbert, 1991] and crystal structures [Quigley, 1986] indicate that echinomycin positions the CpG step between chromophores; peptide bridge binds in the minor groove. 
Site Specificity The van Dyke footprinting study defines the selectivity rule as:  5'-W(usually C)G(T>G>C,A)-3' [van Dyke, 1984].  Every echinomycin footprint  contains CpG steps [Low, 1984; Fox, 1990].   A weak, secondary interaction has been demonstrated with ApT steps, but the interaction cannot be footprinted with DNase I. [Fox, 1991] 
Effect on DNA Unwinding angle of 48o [Waring, 1981].  Bases adjacent to CpG may be Hoogstein paired [Quigley, 1986 ; Gao, 1988; Ughetto, 1985].  May unbend statically bent DNA [Cons, 1990]. 
Preparation and Use Dissolved in DMSO, yielding clear liquid.  Poorly soluble in water.  Extinction coefficient of 1.15x104 M-1 cm-1 at 325 nm [Waring, 1974] 
 
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Please direct all comments to: Jack Welch, M.D., Ph.D.
Last Modified August 1, 1998