Modified nucleotides for nucleic acid labeling

US5684142A · kind A · utility

Assignee

• Oncor, Inc. · US

Inventors

• Nrusingha C. Mishra · Germantown, US
• Hossein S. Khorshidi · Vienna, US
• Yuxiang Gan · Bethesda, US
• Pam Szweda · Cleveland Heights, US
• Jay Douglas George · Orem, US

Key dates

• Filing date: Jun 7, 1995
• Grant date: Nov 4, 1997
• Expiry date: Jun 7, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H21/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Modified pyrimidine bases and nucleotides containing a linker arm and a detectable reporter group for nucleic acid labeling. The modified nucleotides have the structure: ##STR1## wherein: -R.sub.1 is --H or --OH; -R.sub.2 and -R.sub.3 are independently --H, --OH, monophosphate, diphosphate, triphosphate, thio analogs of mono-, di-, or triphosphates, --O-- attached to a reactive phosphorous-containing group or --O-- protected by a blocking group; -A and -B are independently --H, an electron donating group, an electron withdrawing group, C.sub.1 -C.sub.4 alkyl, halogen, nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR.sub.4 ##STR2## --CSOR.sub.4, --COSR.sub.4, --SR.sub.4, --COR.sub.4, --CH.sub.2 NHR.sub.4, -R.sub.4 C.dbd.CR.sub.5 H or --C.tbd.C--R.sub.4 where R.sub.4 and R.sub.5 are independently H, an electron donating group, an electron withdrawing group, C.sub.1 -C.sub.4 alkyl, halogen, nitro, COOH, amino, substituted amino, cyano, CONH or CSNH; -X- is --NH--, --NHNH--, --O--, --S--, ##STR3## or --CH.sub.2 --; Rep is a detectable reporter group; and -L- is --(CH.sub.2).sub.n -(T).sub.q --(CH.sub.2).sub.m Z.sub.1 or --(CH.sub.2).sub.n -(T).sub.q --(CH.sub.2).s…