Merck

Targeting loop adenines in G-quadruplex by a selective oxirane.

Chemistry (Weinheim an der Bergstrasse, Germany) (2012-12-06)
Filippo Doria, Matteo Nadai, Marco Folini, Matteo Scalabrin, Luca Germani, Giovanna Sattin, Mariella Mella, Manlio Palumbo, Nadia Zaffaroni, Daniele Fabris, Mauro Freccero, Sara N Richter
ABSTRACT

Caught in the oxirane: Naphthalene diimides conjugated to a quinone methide and an oxirane have been synthesized and investigated as selective DNA G-quadruplex alkylating agents. The oxirane derivative generates a stable adduct with a G-quadruplex and shows selective alkylation of the loop adenines, as illustrated.

MATERIALS
Product Number
Brand
Product Description

Supelco
Ethylene oxide solution, certified reference material, 50 mg/mL in methanol
Sigma-Aldrich
Ethylene oxide solution, 2.5-3.3 M in THF