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5'-OMe-Vinyl Phosphonate, 2'-OMe-U CE-Phosphoramidite
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5'-OMe-Vinyl Phosphonate, 2'-OMe-U CE-Phosphoramidite
Methoxy-protected phosphoramidite for incorporation of a 5′-(E)-Vinylphosphonate (VP) moiety into an oligonucleotide.
Key features
Show- Metabolically stable 5’ vinyl phosphonate mimics 5’ phosphorylation.
- Available in small pack sizes for research use
- Stringent QC includes testing for synthesis coupling efficiency
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Product information
The standard dU nucleobase is chemically ligated with a hydrolytically impervious 5’ vinyl phosphonate (VP), an effective bioisostere of the natural 5′-monophosphate in small interfering RNAs (siRNAs). VPs are shown to enhance RNA-induced silencing complex (RISC) recognition and thus avoid the use of metabolically unstable 5’ phosphates. There is some evidence to suggest enhancement of exonuclease stability. Of particular use where a sequence is incompatible with cellular kinases and thus cannot be 5’ phosphorylated in-vitro. (1)
Two options are available, either OMe or POM protection. 5'-[O,O-bis(pivaloyloxymethyl)] (POM) protection allows clean and rapid one-step deprotection with addition of 3% (v/v) diethylamine to the standard aqueous ammonia deprotection solution, minimizing side reactions and impurities.
Ref:
- Jadhav et al. ChemBioChem 2016, 17, 985 – 989.
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