A211150

DMT-2′O-Methyl-rA(bz) Phosphoramidite

configured for (ÄKTA^® and OligoPilot^®), configured for ABI

• Synonym(s): DMT-2′-O-Me-rA(bz) amidite, N-benzoyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-adenosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
• Empirical Formula (Hill Notation): C₄₈H₅₄N₇O₈P
• CAS Number: 110782-31-5
• Molecular Weight: 887.96
• MDL number: MFCD00792622
• UNSPSC Code: 41116105
• PubChem Substance ID: 329770744
• NACRES: NA.51

Properties

• biological source: non-animal source (no BSE/TSE risk)
• Quality Level: 300
• product line: Proligo Reagents
• Assay: ≥99% (³¹P-NMR); ≥99.0% (reversed phase HPLC)
• form: powder
• technique(s): oligo synthesis: suitable
• impurities: ≤0.1% single unspecified Impurity (reversed phase HPLC); ≤0.3% mA2 (reversed phase HPLC, Hydrolysate); ≤0.3% mA3 (reversed phase HPLC, DMT-rA(bz)me); ≤0.3% water content (Karl Fischer); ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR); ≤1.0% mA1 (reversed phase HPLC, DMT-rA(bz)me-DMT); ≤3% residual Solvent content
• color: white to off-white
• λ: conforms (UV/VIS Identity)
• suitability: conforms to structure for H-NMR; conforms to structure for LC-MS
• compatibility: configured for (ÄKTA^® and OligoPilot^®); configured for ABI
• nucleoside profile: base: adenosine; base protecting group: benzoyl; 2' protecting group: methyl; 5' protecting group: DMT; deprotection: standard
• storage temp.: 2-8°C
• SMILES string: CO[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(c2ccccc2)(c3ccc(OC)cc3)c4ccc(OC)cc4)O[C@H]1n5cnc6c(NC(=O)c7ccccc7)ncnc56
• 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
• InChI key: AZCGOTUYEPXHMJ-PSVHYZMASA-N

Description

General description

DMT-2′O-Methyl-rA(bz) Phosphoramidite is a 2′O-Methyl RNA monomer that is compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. Modern phosphoramidite-mediated synthesis has enabled routine high-yielding preparations of 2′O-Methyl RNA oligonucleotides. High-quality RNA phosphoramidites are key to low failure rates, the high biological activity of synthesis products, and cost-effectiveness. 2′O-Methyl RNA is a nucleic acid analog that is characterized by the exceptional hybridization properties that it imparts with complementary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids.

Application

2′O-Methyl RNA nucleoside including DMT-2′O-Methyl-rA(bz) Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.The unique combination of properties of 2′O-Methyl RNA had found widespread use in the fields of:

• Diagnostic probes
• Aptamer and ribozyme development
• Mixed 2′O-Methyl-RNA/DNA antisense molecules (a)

Legal Information

OligoPilot is a registered trademark of Cytiva

ÄKTA is a registered trademark of Cytiva

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable