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N-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methyladenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
N-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methyladenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is a modified phosphoramidite used in oligonucleotide synthesis. It features a benzoyl group protecting the adenine base, a 5'-dimethoxytrityl (DMT) group for 5'-hydroxyl protection, a 2'-O-methyl group to enhance stability, and a cyanoethyl (CE) group on the 3'-phosphoramidite for protection during synthesis. These modifications facilitate the incorporation of modified adenosine into oligonucleotides, improving their stability and performance in various applications such as genetic research and therapeutic development.
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Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BRP-02194 | 5 g | $199 | In stock |
Catalog
BRP-02194
Synonyms
N6-Benzoyl-5'-O-DMT-2'-O-methyladenosine 3'-CE phosphoramidite; Dmt-2'-O-me-ra(bz) amidite; 2'-O-Methyl-rA(N-Bz)phosphoramidite; DMT-2'O-Methyl-rA(bz) Phosphoramidite; 5'-O-DMT-2'-O-Me-A(bz) phosphoramidite; 2'-OMe-Bz-A-CE-Phosphoramidite; N6-Benzoyl-5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyl-Adenosine-3'-CE-Phosphoramidite
CAS
110782-31-5
IUPAC Name
N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-methoxyoxolan-2-yl]purin-6-yl]benzamide
Molecular Weight
887.96
Molecular Formula
C48H54N7O8P
Canonical SMILES
CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1OC)N2C=NC3=C2N=CN=C3NC(=O)C4=CC=CC=C4)COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC
InChI
InChI=1S/C48H54N7O8P/c1-32(2)55(33(3)4)64(61-28-14-27-49)63-42-40(62-47(43(42)59-7)54-31-52-41-44(50-30-51-45(41)54)53-46(56)34-15-10-8-11-16-34)29-60-48(35-17-12-9-13-18-35,36-19-23-38(57-5)24-20-36)37-21-25-39(58-6)26-22-37/h8-13,15-26,30-33,40,42-43,47H,14,28-29H2,1-7H3,(H,50,51,53,56)/t40-,42-,43-,47-,64?/m1/s1
InChIKey
AZCGOTUYEPXHMJ-PSVHYZMASA-N
Melting Point
93-95 °C
Purity
≥98% by HPLC
Solubility
Soluble in Acetonitrile (Sparingly), DMSO (Slightly), Methanol (Slightly)
Appearance
White to Off-white Solid
Storage
Store at -20 °C, under inert atmosphere
Chemical Structure:
