Patent · US Expired

Fluorescent quenching detection reagents and methods

US6727356B1 · kind B1 · utility

82Cited by
4References
9Claims
0Family size

Assignee

Inventors

Key dates

Filing dateDec 8, 1999
Grant dateApr 27, 2004
Priority date
Expiry dateDec 8, 2019

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC40B40/00
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Oligonucleotide-fluorophore-quencher conjugates wherein the fluorophore moiety has emission wavelengths in the range of about 300 to about 800 nm, and or where the quencher includes a substituted 4-(phenyldiazenyl)phenylamine structure provide improved signal to noise ratios and other advantageous characteristics in hybridization and related assays. The oligonucleotide-fluorophore-quencher conjugates can be synthesized by utilizing novel phosphoramidite reagents that incorporate the quencher moiety based on the substituted 4-(phenyldiazenyl)phenylamine structure, and or novel phosphoramidite reagents that incorporate a fluorophore moiety based on the substituted coumarin, substituted 7-hydroxy-3H-phenoxazin-3-one, or substituted 5,10-dihydro-10-[phenyl]pyrido[2,3-d;6,5-d′]dipyrimidine-2,4,6,8-(1H,3H,7H,9H,10H)-tetrone structure. Oligonucleotide-fluorophore-quencher-minor groove binder conjugates including a pyrrolo[4,5-e]indolin-7-yl}carbonyl)pyrrolo[4,5-e]indolin-7-yl]carbonyl}pyrrolo[4,5-e]indoline-7-carboxylate (DPI3) moiety as the minor groove binder and the substituted 4-(phenyldiazenyl)phenylamine moiety as the quencher, were synthesized and have substantially improved …

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.