DNA-Interactive Drugs: Distamycin A.HCl


 
Name Distamycin A.HCl 
Stallimycin 
3-[1-methyl-4-[1-methyl-4-[1-methyl-4-(formylamino)pyrrole-2-carboxamido]- 
pyrrole-2-carboxamido]pyrrole-2-carboxamide]propionamidine hydrochloride
MW 517.975
CAS#  636-47-5
Category Pyrrolocarboxamide
Binding Mode At low concentration, binds minor groove as monomer, at higher (eg, 2-4mM) binds as side-by-side antiparallel dimer.  X-ray crystal structures of both binding mode have been acquired [Coll, 1987; Pelton, 1989] 
Site Specificity Minimal binding site: 5'-WWWW-6' [Coll, 1987], A/T preference based on MPE-Fe(II) and DNase I footprints [van Dyke, 1982; Fox, 1984] 
Effect on DNA Monomer binding has little effect on DNA conformation in x-ray crystal structure [Coll, 1987].
Source Originally isolated from Streptomyces distallicus [Di Marco, 1962 #943]  later made by total synthesis [Arcamone, 1964].
Preparation and Use Prepared in ddH2O.  Extinction coefficient 3.70x104 M-1 cm-1 at 303nm [Arcamone, 1964] .  Some suggest that solutions of distamycin should be made fresh each time, as freezing reduces distamycin potency [Dattagupta, 1980;Bruzik, 1987; Pelton, 1989].   Protect from light and moisture; powder is very hygroscopic. 
 
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Please direct all comments to: Jack Welch, M.D., Ph.D.
Last Modified August 1, 1998