Non-sulfonated cyanine dyes for labeling nucleosides and nucleotides

US5986086A · kind A · utility

Assignee

• Amersham Pharmacia Biotech, Inc. · SE

Inventors

• Charles K. Brush · Whitefish Bay, US
• Ned D. Reimer · West Allis, US

Key dates

• Filing date: Jun 20, 1997
• Grant date: Nov 16, 1999
• Expiry date: Jun 20, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H19/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A chemical compound of the following formula: ##STR1## wherein R.sup.1 is selected from the group consisting of alkyl, aralkyl, and substituted alkyl groups; R.sup.3 is selected from the group consisting of H, PO.sub.3.sup.-2, P.sub.2 O.sub.6.sup.-3 ; P.sub.3 O.sub.9.sup.-4, and .alpha.-thio phoshates (PSO.sub.2.sup.-2 ; P.sub.2 SO.sub.5.sup.-3 ; P.sub.3 O.sub.8.sup.-4); and .alpha.BH.sub.3.sup.- phosphates (P(BH.sub.3)O.sub.2.sup.-2, P.sub.2 (BH.sub.3)O.sub.5.sup.-3, P.sub.3 (BH.sub.3)O.sub.8.sup.-4); R.sup.4 is selected from the group consisting of H, lower alkyl, acyl, (CH.sub.2).sub.p COO(CH.sub.2).sub.q CH.sub.3 wherein p is an integer from 0 to 4 and q is an integer from 0 to 4, and 5,6; 6,7; or 7,8-butadienyl; R.sup.5 is selected from the group consisting of H lower alkyl, acyl, (CH.sub.2).sub.p COO(CH.sub.2).sub.q CH.sub.3 wherein p is an integer from 0 to 4 and q is an integer from 0 to 4 and 5,6; 6,7; or 7,8- butadienyl; r is 1, 2, or 3 to form a second fused aromatic; X or Y are selected from the group consisting of O, S, C(R.sup.6).sub.2, or N(R.sub.6), wherein R.sup.6 is preferably CH.sub.3 or a lower alkyl; and R.sup.3 --O-Sugar-Base is a nucleoside or nucleotide is d…