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Bifunctional nucleosides, oligomers thereof, and methods of making and using the same

  • US 5,892,024 A
  • Filed: 03/13/1997
  • Issued: 04/06/1999
  • Est. Priority Date: 03/31/1993
  • Status: Expired due to Fees
First Claim
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1. A compound having the structural formula ##STR7## or a salt thereof, wherein:

  • Q is selected from the group consisting of H, NHZ, Z, SZ,CHO, COOR, halogen, phosphonium salt and phosphonate;

    L is selected from the group consisting of SZ, CHO, COOR, phosphonium salt and phosphonate;

    Q-(HCR)n - can also be replaced independently by;

    ##STR8## L-(HCR)m - can also be replaced independently by;

    ##STR9## each R is independently selected from the group consisting of H, lower alkyl, lower alkenyl, and acyl;

    each Z is independently selected from the group consisting of H, lower alkyl, lower alkenyl, aryl, acyl, and protecting groups for O-, S-, and N-;

    each E is independently selected from the group consisting of H, and OZ;

    m is 0 or an integer from 1 to 4;

    n is an integer from 1 to 5; and

    each B is independently selected from the group consisting of adenine, cytosine, guanine, thymine and uracil or a modification thereof that does not substantially interfere with the affinity of an oligonucleoside or chimeric oligonucleotide analog for its antisense counterpart wherein the bases of the antisense counterparts are selected from the group consisting of adenine, cytosine, guanine, thymine and uracil.

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