DNA-Interactive Drugs: Hedamycin


Name Hedamycin
MW  748.7 [Schmidtz, 1966]
CAS#  11048-97-8
NCS#  70929F5, 70929D
Category Pluramycin
Binding Mode Threading intercalation and covalent bond formation to N7-G.  Possible threading mode.  [Sun, 1993]. Anthrapyran intercalated, C2 diepoxide is positioned in major groove,C8 and C10 sugars are in minor groove [Sun, 1995; Hansen, 1995].
Site Specificity Intercalates 5' to guanine which is alkylated [Bennett, 1982].  Studies examining heat-labile sites proposed consensus sites of 5'-TG-3' [Sun, 1993]; 5'-TGT-3' and 5'-CGT-3' [Murray, 1995], and most recently 5'-N(C>T)*G(G>A,T).  Adducts to N7-G [Sun, 1995].
Source Obtained from Bristol-Myers, Lot w87g19.  Yellow powder, provided in glass container.  Originally isolated from Streptomyces griseoruber C-1150 [Schmidtz, 1966 #311]
Preparation and Use Prepared by adding 1/10th final volume 0.1N HCl, adding 8/10 vol ddH2O, and adding 1/10th vol NaOH to neutralize.  Prior to adding NaOH, solution is yellow, but turns purple when neutralized .  Drug decomposes in basic solution [Schmidtz, 1966] or with exposure to light [Fredenhagen, 1985].  Extinction coefficient of 1.00x104 M-1 cm-1 at 428 nm. [White, 1969]. 
 
DNA drugs
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Please direct all comments to: Jack Welch, M.D., Ph.D.
Last Modified August 1, 1998