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    6979-94-8

    Catalog No. EBD3097

    CAS 6979-94-8

    Name 2',3',5'-tri-O-acetylguanosine

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    Basic Information

    Synonyms: 2',3',5'-tri-O-acetyl-guanosine 2',3',5'-tri-O-acetylguanosine 2',3',5'-Triacetylguanosine 2-amino-9-(2,3,5-tri-O-acetylpentofuranosyl)-3,9-dihydro-6H-purin-6-one 2-amino-9-(2,3,5-tri-O-acetyl-beta-D-lyxofuranosyl)-3,9-dihydro-6H-purin-6-one

    Molecular Formula: C16H19N5O8

    Molecular Weight: 409.35

    MDL Number: MFCD00057054

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    2',3',5'-Tri-O-acetylguanosine is a chemically modified nucleoside derivative where the hydroxyl groups at the 2', 3', and 5' positions of the ribose sugar moiety are protected as acetyl esters. This modification renders the molecule more lipophilic and stable under certain conditions compared to the parent nucleoside, guanosine. Its primary application is in the field of nucleic acid chemistry and medicinal chemistry. It serves as a crucial protected intermediate in the chemical synthesis of oligonucleotides, modified RNA/DNA analogs, and various nucleoside-based prodrugs. The acetyl groups protect the reactive sugar hydroxyls during the stepwise coupling reactions used in solid-phase oligonucleotide synthesis, preventing unwanted side reactions. After the oligonucleotide chain is assembled, these protecting groups are readily removed under basic conditions. This compound is a key building block for research into antiviral agents (e.g., analogs of antiviral drugs), the development of mRNA therapeutics requiring chemically modified caps, and the study of RNA structure and function. It is a specialty chemical predominantly used in laboratory-scale research and development rather than in bulk industrial applications.
    Physical Properties

    Melting Point: 226-231 °C(lit.)

    Boiling Point: 655.8 °C at 760 mmHg

    Flash Point: 350.4 °C

    Density: 1.71 g/cm3

    Storage: 2-8°C

    Analytical Data

    Appearance: White Solid

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