5'-(E)-VP-2'-OMe-U Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
제품 개요
빠른 보기
- 제품군
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- 분자식
- C32H52N4O13P2
- 분자량
- 762.7
- 순도
- 99% (HPLC)
5'-(E)-VP-2'-OMe-U Phosphoramidite is a 5'-terminal building block for a 5'-(E)-vinylphosphonate phosphate-mimic motif: a 2'-O-methyluridine carrying a protected 5'-(E)-vinylphosphonate group at the 5'-position and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 2172373-55-4, molecular formula C32H52N4O13P2, molecular weight 762.7, and PubChem CID 172639621.
Cited literature describes 5'-(E)-vinylphosphonate (5'-VP) as a metabolically stable mimic of the natural 5'-monophosphate, where the bridging 5'-oxygen is replaced by a vinyl carbon. Because the 5'-position carries the vinylphosphonate in place of the usual 5'-DMT, this monomer is the 5'-terminal residue, added last. Uracil has no exocyclic amine, so no base protecting group is needed. Cited 2'-OMe literature provides RNA-binding and nuclease-stability context for the 2'-O-methyl group, and the protected vinylphosphonate amidite format is cited for solid-phase synthesis.
동의어
5'-(E)-vinylphosphonate-2'-OMe-U 3'-CE phosphoramidite; 5'-VP-2'-OMe-rU amidite (5'-terminal)
식별 정보 및 규격
| Catalog No. | CH65121 |
| CAS No. | 2172373-55-4 |
| Molecular Formula | C32H52N4O13P2 |
| Molecular Weight | 762.7 |
| PubChem CID | 172639621 |
| InChIKey | AJJPYIXDIHURAB-FQIYNDLNSA-N |
| Purity | 99% (HPLC) |
보관 조건
-20 C
기술 속성
- Monomer class
- 5'-(E)-vinylphosphonate phosphoramidite
- Nucleobase
- Uracil
- Sugar modification
- 2'-O-methyl
- Terminal motif
- 5'-(E)-vinylphosphonate
- Packaging
- 10 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 500 g; 1 kg; 2 kg; 5 kg; 25 kg; Custom packaging on request
- Solution concentration
- 10 mM in DMSO; 1 mL presentation
- Water content
- <=0.5%
- Physical form
- white to off-white powder
- Stability
- >=4 years
응용 맥락
- 5'-phosphate mimic context: provides a 5'-(E)-vinylphosphonate at the 5'-terminus, described in cited literature as a metabolically stable 5'-phosphate mimic.
- 5'-terminal residue: the vinylphosphonate occupies the 5'-position (in place of 5'-DMT), so this monomer is added last in the synthesis.
- 2'-OMe modification: cited 2'-OMe literature provides RNA-binding and nuclease-stability context; uracil needs no base protection.
관련 기술 자료
공개 출처
- Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
- Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
- Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
- Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
- PubChem 화합물 172639621
PubChem · CID 172639621
자주 묻는 질문
Why is this monomer a 5'-terminal residue, and why does it need no base protection?
The vinylphosphonate occupies the 5'-position (in place of the usual 5'-DMT), so it is added last, at the 5'-end. Uracil has no reactive exocyclic amine, so no base protecting group is required.
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