Small Sequence-Sensitive Compounds for Specific Recognition of the G⋅C Base Pair in DNA Minor Groove.

ABSTRACT: A series of small diamidines with thiophene and modified N-alkylbenzimidazole σ-hole module represent specific binding to single G⋅C base pair (bp) DNA sequence. The variation of N-alkyl or aromatic rings were sensitive to microstructures of the DNA minor groove. Thirteen new compounds were synthesized to test their binding affinity and selectivity. The dicyanobenzimidazoles needed to synthesize the target diamidines were made via condensation/cyclization reactions of different aldehydes with different 3-amino-4-(alkyl- or phenyl-amino) benzonitriles. The final diamidines were synthesized using lithium bis-trimethylsilylamide (LiN[Si(CH₃ )₃ ]₂ ) or Pinner methods. The newly synthesized compounds showed strong binding and selectivity to AAAGTTT compared to s

SUBMITTER: Farahat AA 

PROVIDER: S-EPMC7265973 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature