LNA-5-Me-C(Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C48H54N5O9P
- MW
- 875.9
- Reinheit
- 100.0% (NMR)
LNA-5-Me-C(Bz) CE Phosphoramidite is the locked nucleic acid (LNA) 5-methylcytidine building block for oligonucleotide synthesis: a 2'-O,4'-C-methylene-bridged (locked) N4-benzoyl-5-methylcytidine with a 5'-O-(4,4'-dimethoxytrityl) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group; its base is 5-methylcytosine. CH65046 is identified by CAS 206055-82-5, molecular formula C48H54N5O9P, molecular weight 875.9, PubChem CID 11308969, and InChIKey XHILZPWJJJDDDY-HXAWEXODSA-N.
The cited LNA literature discusses locked 2'-O,4'-C-methylene sugar structures in relation to oligonucleotide binding affinity and nuclease resistance. As a phosphoramidite, the 3'-phosphoramidite couples to the growing chain, the acid-labile 5'-DMT is removed each cycle, and the N4-benzoyl base group is removed at final deprotection.
Synonyme
DMT-LNA-5Me-C(Bz) phosphoramidite; 5'-O-DMT-2'-O,4'-C-methylene-N4-benzoyl-5-methylcytidine 3'-CE phosphoramidite
Identität und Spezifikationen
| Catalog No. | CH65046 |
| CAS No. | 206055-82-5 |
| Molecular Formula | C48H54N5O9P |
| Molecular Weight | 875.9 |
| PubChem CID | 11308969 |
| InChIKey | XHILZPWJJJDDDY-HXAWEXODSA-N |
| Purity | 100.0% (NMR) |
Lagerbedingungen
-20 C; protect from moisture and sunlight
Technische Merkmale
- Monomer class
- LNA CE phosphoramidite
- Nucleobase
- 5-Methylcytosine
- Sugar constraint
- 2'-O,4'-C-methylene bridge
- Base protection
- N4-benzoyl
- Grade
- N (Normal)
- Packaging
- 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; 500 g; Custom packaging on request
- Water content
- NMT 0.50%
- Physical form
- white to off-white free-flowing powder
- Stability
- >=4 years
Anwendungskontext
- LNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase synthesis.
- Locked (LNA) sugar: the cited LNA literature discusses the 2'-O,4'-C-methylene bridge in relation to oligonucleotide binding affinity and nuclease resistance.
- 5-Methylcytosine base, N4-benzoyl protected: the base is 5-methylcytosine with an N4-benzoyl protecting group (removed at final deprotection), and the acid-labile 5'-DMT is removed each cycle.
Zugehörige technische Ressourcen
Öffentliche Quellen
- 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-Verbindung 11308969
PubChem · CID 11308969
Häufig gestellte Fragen
What residue identity does this LNA amidite provide?
It provides the locked (LNA) 5-methylcytidine residue identity through its 3'-phosphoramidite coupling group, with 5'-DMT removed each cycle and N4-benzoyl removed at final deprotection. The base is 5-methylcytosine.
How does it differ from the LNA-A(Bz) amidite?
Both are LNA (locked) phosphoramidites, but this one has a 5-methylcytosine base with N4-benzoyl protection, whereas the LNA-A(Bz) amidite has an N6-benzoyl adenine. Each LNA base is cataloged separately.
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