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Modified nucleotides for nucleic acid labeling

  • US 5,684,142 A
  • Filed: 06/07/1995
  • Issued: 11/04/1997
  • Est. Priority Date: 06/07/1995
  • Status: Expired due to Term
First Claim
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1. A compound having the structure:

  • ##STR26## wherein;

    -R1 is --H or --OH;

    -R2 and -R3 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, C1 -C4 alkyl, halogen;

    nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR4 ##STR27## --CSOR4, --COSR4, --SR4, --COR4, --CH2 NHR4, -R4 C═

    CR5 H or --C.tbd.C--R4 where R4 and R5 are independently H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, COOH, amino, substituted amino;

    cyano, CONH or CSNH;

    -X- is --NH--, --NHNH--, --O--, --S--, ##STR28## or --CH2 --;

    Rep is a detectable reporter group; and

    -L- is --(CH2)n -(T)q --(CH2)m Z1 or --(CH2)n -(T)q --(CH2)m -Z2 --(CH2)p Z1 where n, m and p are each independently an integer from 1 to 20 and q is 1 or 2, -T- is --O--, --S--, ##STR29## --NH-- or a heterocyclic structure containing one or more Group Va or VIa elements as a ring atom, Z1 is a covalent bond, --NH--, --CO--, --O--, --S-- or ##STR30## and -Z2 - is --NH--, --NHCO--, --NHCS--, --CONH--, --CSNH--, --O--, --S-- or ##STR31##

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