title: Synthesis of pyrrole-imidazole-duocarmycin polyamide and its sequence selective DNA alkylation.
abstract: The new solid phase synthesis of sequence-specific DNA alkylating polyamides containing segment A of Du86 (Duo), N-methylimidazole (Im) and N-methylpyrrole (Py) amino acids is described. New monomer building block N-carboxylmethyl Py (Pyc) was synthesized from 2-methylpyrrolecarboxylate by eight steps. After normal coupling of FMOC-protected-Im and -Py monomer, the deprotection of silyl group generates free carboxylic acid. Introduction of various types of functional groups on solid support will be presented.
authors.affiliation: Institute for Medical and Dental Engineering, Tokyo Medical and Dental University, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Fujiwara
authors.forename: Z F
authors.initials: ZF
authors.lastname: Tao
authors.forename: I
authors.initials: I
authors.lastname: Saito
authors.forename: H
authors.initials: H
authors.lastname: Sugiyama
mesh_terms: D000478:Alkylation; D004247:DNA / Q000737:chemistry*; D019281:Dimerization; D004214:Distamycins / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004214:Distamycins; D007093:Imidazoles; D007202:Indicators and Reagents; D011758:Pyrroles; C030000:stallimycin; D004247:DNA