A211140

DMT-2′O-Methyl-rA(bz) Phosphoramidite

configured for MerMade

• Sinónimos: 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]
• Fórmula empírica (notación de Hill): C₄₈H₅₄N₇O₈P
• Número de CAS: 110782-31-5
• Peso molecular: 887.96
• Número MDL: MFCD00792622
• Código UNSPSC: 41116105
• NACRES: NA.51

Propiedades

• origen biológico: non-animal source (no BSE/TSE risk)
• Nivel de calidad: 300
• Línea del producto: Proligo Reagents
• Análisis: ≥99% (³¹P-NMR); ≥99.0% (redox titration)
• formulario: powder
• impurezas: ≤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); ≤0.5% single Impurity (redox titration); ≤1.0% mA1 (reversed phase HPLC, DMT-rA(bz)me-DMT); ≤3% residual Solvent content
• color: white to off-white
• idoneidad: conforms to structure for H-NMR; conforms to structure for LC-MS
• compatibilidad: configured for MerMade
• temp. de almacenamiento: 2-8°C
• cadena SMILES: 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
• Clave InChI: AZCGOTUYEPXHMJ-PSVHYZMASA-N

Descripción

Descripción general

Proligo′s 2′O-Methyl RNA monomers are compatible with fast deprotectionschemes that are based on the application of aliphatic amines, such asmethylamine. The adenosine and guanosine monomers are protected bythe standard benzoyl (bz) and isobutyryl (ib) groups.2′O-Methyl RNA is a nucleic acid analog that is characterized by theexceptional hybridization properties that it imparts with complimentaryDNA or RNA, as well as increased stability against enzymatic degradationcompared to natural nucleic acids.The unique combination of properties of 2′O-Methyl RNA had foundwidespread use in the fields of:

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

Características y beneficios

• High yield of crude oligonucleotides
• Compatible with DNA synthesis
• Can be employed together with DNA or RNA phosphoramidites in thesame synthesis to produce mixmer oligonucleotides
• Recommended deprotection conditions are 8 hours at 55 °C usingconcentrated ammonia solution, or with AMA (concentrated ammonia/40% aqueous methylamine I/I, v/v) for 10 minutes at 65 °C
• Purification and other downstream processing of fully modified 2′OMethyl RNA oligonucleotides are simpler than in the case of RNA, as nospecial precautions are required to provide protection against nucleolyticdegradationDMT-2′O-Methyl-rA(bz) Phosphoramidite is configured for MerMade Synthesizers.

Otras notas

The synthesis cycle for 2′O-Methyloligoribonucleotides consists of the sameseries of reactions as the cycle that is employed for DNA monomers.However, the rate of coupling for 2′O-Methyl RNA monomers is slowercompared to that of DNA monomers (a coupling time of 6 minutes isrecommended for 2′O-Methyl RNA monomers compared to 90 seconds forDNA monomers). With the exception of the 2′O-Methyl RNA monomers andsupports, RNA synthesis is accomplished with the same reagents as DNAsynthesis. All 2′O-Methyl RNA phosphoramidites from Sigma-Aldrich arediluted with dry acetonitrile.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable