(3'->5')-dinucleotides and analogues

Description:

Cyclic compounds consisting of two ribose moieties connected by one 5',3'-phosphodiester bond to form a cycle. Each ribose unit is N-linked to a nucleic base or an analogue thereof. Synthetic derivatives are generally more elaborated molecules in which one or the two nucleobase moieties, and/or sugar residues, and/or phosphodiester linkers have been modified.

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  1. 5'-O-phosphonoguanylyl-(3'->5')-guanosine
    CAS: 33008-99-0 Formula: C20H26N10O15P2 Molecular Weight: 708.4
    Out of Stock Item #: O1240170
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    Technical Identifiers
    IUPAC Name
    [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-2-(phosphonooxshow more
    SMILES
    C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O[C@@H]4[C@H](O[C@H]([C@@H]4O)N5C=NC6=C5N=C(NC6=O)N)COP(=O)(O)O)O)O)N=C(NC2=O)N
    InChIKey
    ZEHOHLFQOXAZHX-MHARETSRSA-N
    InChI
    1S/C20H26N10O15P2/c21-19-25-13-7(15(34)27-19)23-3-29(13)17-10(32)9(31)5(43-17)1-42-47(39,40)45-12-6(2-41-46(36,37)38)44-18(11(12)33)30-4-24-8-14(30)26show more
  2. diadenosine diphosphate
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: D609866
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    IUPAC Name
    [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5S)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymetshow more
    SMILES
    OC[C@H]1O[C@@H]([C@@H]([C@@H]1OP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O)O)n1cnc2c1ncnc2N
    InChIKey
    FHISWBUCBBVWGG-SNESVTBZSA-N
    InChI
    1S/C20H26N10O13P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-12(33)11(32)8(41-19)2-39-44(35,36)43-45(37,38)42-14-7(1-31)40-20(13(14)34)30-6-28-10-16(22)24-4-show more
    Synonyms
    CHEBI:168561 | GTPL1065 | Diadenosine diphosphate | Diadenosine-5',5'-pyrophosphate | [({[(2R,3S,4R,5R)-5-(6-amino-9H...
  3. c-di-AMP
    CAS: 54447-84-6 Formula: C20H24N10O12P2 Molecular Weight: 658.41
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: A303948
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    Technical Identifiers
    IUPAC Name
    (1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-aminopurin-9-yl)-3,12-dihydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3λ5,12λ5-diphosphatricyclo[13.3.0.06,10]oshow more
    SMILES
    C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(OCC5C(C(C(O5)N6C=NC7=C(N=CN=C76)N)O)OP(=O)(O1)O)O
    InChIKey
    PDXMFTWFFKBFIN-XPWFQUROSA-N
    InChI
    1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(31)13-7(39-19)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)32)30-6-28-10-16(22)24-4-show more
    Synonyms
    AKOS030526840 | SCHEMBL18700333 | cyclic di-3',5'-adenylic acid | BDBM50509429 | Cyclic-di-AMP | ]tetraoxadiphosphacy...
  4. Inarigivir
    CAS: 475650-36-3 PubChem CID: 6912016 Formula: C20H26N7O10PS Molecular Weight: 587.5
    In Stock Item #: I412336
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    Technical Identifiers
    IUPAC Name
    1-[(2R,3R,4R,5R)-4-[[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pshow more
    SMILES
    COC1C(C(OC1N2C=CC(=O)NC2=O)CO)OP(=S)(O)OCC3C(CC(O3)N4C=NC5=C(N=CN=C54)N)O
    InChIKey
    LYMICVBGNUEHGE-FUQPUAIBSA-N
    InChI
    1S/C20H26N7O10PS/c1-33-16-15(10(5-28)36-19(16)26-3-2-12(30)25-20(26)31)37-38(32,39)34-6-11-9(29)4-13(35-11)27-8-24-14-17(21)22-7-23-18(14)27/h2-3,7-11show more
    Synonyms
    DB15062 | PD132575 | SB-40 | AKOS040759116 | EX-A3427 | TQ0A9FIV71 | D70024 | 2'-O-Methyl-p-thiouridylyl-(3'->5')-2'-...
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