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Oligonucleotide analogs having modified dimers

  • US 6,420,549 B1
  • Filed: 08/07/1998
  • Issued: 07/16/2002
  • Est. Priority Date: 06/06/1995
  • Status: Expired due to Fees
First Claim
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1. A compound having Formula:

  • embedded imagewherein;

    Z is a covalent intersugar linkage selected from the group consisting of 3′

    -CH2

    NH—

    O—

    , 3′

    -CH2

    N(CH3)—

    O—

    , 3′

    -amino phosphoramidate, and 3′

    -amino phosphorothioamidate;

    each T1 and T2 is, independently, —

    OH, —

    OR1, —

    CH2R1, —

    NH(R1), —

    SH, —

    SR1, or a blocked hydroxyl;

    R1 is C1-C12 alkyl;

    BX is a heterocyclic base;

    X is F, —

    O—

    R, —

    S—

    R or —

    NR(R2);

    R is alkyl, or a ring system having from about 4 to about 7 carbon atoms or having from about 3 to about 6 carbon atoms and 1 or 2 hetero atoms wherein said hetero atoms are selected from oxygen, nitrogen and sulfur and wherein said ring system is aliphatic, unsaturated aliphatic, aromatic or heterocyclic;

    and wherein any available hydrogen atom of said ring system is each replaceable with an alkoxy, alkylamino, urea or alkylurea group;

    or R has one of the formulas;

    embedded image

    wherein Q is O, S or NR2;

    m is from 1 to 10;

    y is from 0 to 10;

    E is N(R2)(R3), N═

    C(R2)(R3), C1-C10 alkyl, or C1-C10 substituted alkyl wherein said substituent is N(R2)(R3); and

    each R2 and R3 is, independently, H, C1-C10 alkyl, alkylthioalkyl, a nitrogen protecting group, or R2 and R3, together, are a nitrogen protecting group or wherein R2 and R3 are joined in a ring structure that can include at least one heteroatom selected from N and O.

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