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5-Ethynyl-dU-CE Phosphoramidite

Clickable phosphoramidite for Oligo synthesis

Currency:  
  • Size
  • Catalog No.
  • Price
  • 250 mg
  • BCA-09-250

  • € 320,00
  • 1 g
  • BCA-09-1g

  • € 1.050,00
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  • 5-Ethynyl-dU-CE Phosphoramidite is an universal alkyne modifier that can be used under standard conditions for solid phase synthesis of oligonucleotides. It has shown to be incorporated into DNA oligomers with high coupling efficiency.

     

    LITERATURE

    DNA duplexes stabilized by modified monomer residues: synthesis and stability, D. Graham et al., 1998, J. Chem. Soc., Perkin Trans. 1, p. 1131–1138.

    https://doi.org/10.1039/A707031D

    A Versatile Modification of On-Column Oligodeoxynucleotides Using a Copper-Catalyzed Oxidative Acetylenic Coupling Reaction, N. Minakawa et al., 2003, J. Am. Chem. Soc., Vol. 125, p. 11545–11552.

    https://doi.org/10.1021/ja036055t

    Ethynyl Side Chain Hydration during Synthesis and Workup of “Clickable” Oligonucleotides: Bypassing Acetyl Group Formation by Triisopropylsilyl Protection, S. A. Ingale et al., 2013, J. Org. Chem., Vol. 78, p. 11271–11282.

    https://doi.org/10.1021/jo401780u

    Click Reaction on Solid Phase Enables High Fidelity Synthesis of Nucleobase-Modified DNA, F. Tolle et al., 2016, Bioconjugate Chem., Vol. 27, p. 500–503.

    https://doi.org/10.1021/acs.bioconjchem.5b00668

    Efficient Long-Range Hole Transport Through G-Quadruplexes, J. Wu et al., 2017, Chemistry – A European Journal, Vol. 23(56), p. 13980-13985.

    https://doi.org/10.1002/chem.201702478

    Pyrene-Modified DNA Aptamers with High Affinity to Wild-Type EGFR and EGFRvIII, E. Zavyalova et al., 2020, Nucleic Acid Therapeutics, Vol. 30(3), p. 175-187.

    https://doi.org/10.1089/nat.2019.0830

    • Molecular Formula

      C41H47N4O8P

    • Shelf Life

      12 months unopened after receipt

    • Storage Conditions

      -20 °C dry, inert gas

    • Molecular Weight

      754.81 g/mol

    • Purity

      ≥ 90% (HPLC & 31P-NMR)

    • Physical State

      white to light brown solid

    • CAS Number

      615288-66-9

    • Additional name

      5-ETHYNYL-DU CEP; 2′-Deoxy-5′-DMT-5-ethynyluridine 3′-CE phosphoramidite; 5′-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-3′-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-2′-deoxy-5-ethynyluridine; 5′-O-[Bis(4-methoxyphenyl)phenylmethyl]-2′-deoxy-5-ethynyl-uridine 3′-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

    • Preparation/Handling

      This phosphoramidite is used under standard conditions for solid phase synthesis of oligonucleotides.

    • Solubility

      MeCN

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