C213140

DMT-2′O-Methyl-rC(ac) Phosphoramidite

configured for MerMade

• Synonym(s): N-acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-cytidine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
• Empirical Formula (Hill Notation): C₄₂H₅₂N₅O₉P
• CAS Number: 199593-09-4
• Molecular Weight: 801.86
• UNSPSC Code: 41116105
• 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
• mol wt: 801.86 g/mol
• impurities: ≤0.3% mC2 (reversed phase HPLC, Hydrolysate); ≤0.3% mC3 (reversed phase HPLC, DMT-rC(ac)me); ≤0.3% mC4 (reversed phase HPLC, DMT-rC(ac)me-Ac); ≤0.3% water content (Karl Fischer); ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR); ≤0.5% single Impurity (redox titration); ≤1.0% mC1 (redox titration, DMT-rC(ac)me-DMT); ≤3% residual Solvent content
• color: white to off-white
• suitability: conforms to structure for H-NMR; conforms to structure for LC-MS
• compatibility: configured for MerMade
• storage temp.: 2-8°C
• InChI: 1S/C42H52N5O9P/c1-28(2)47(29(3)4)57(54-26-12-24-43)56-38-36(55-40(39(38)52-8)46-25-23-37(44-30(5)48)45-41(46)49)27-53-42(31-13-10-9-11-14-31,32-15-19-34(50-6)20-16-32)33-17-21-35(51-7)22-18-33/h9-11,13-23,25,28-29,36,38-40H,12,26-27H2,1-8H3,(H,44,45,48,49)/t36-,38-,39?,40-,57?/m1/s1
• InChI key: WNWUMIPFLOKTEZ-IXZONTHDSA-N

Description

General description

DMT-2′O-Methyl-rC(ac) Phosphoramidite is one of the 2′O-Methyl RNA monomers that feature methoxy groups at the 2′-position. Themethoxy groups are perfectly stable in all conditions employed in theassembly of oligonucleotides by automated phosphoramidite synthesis, andin all standard alkaline deprotection conditions.Its key features include:

• 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 nucleolyticdegradation
• Synthesis of 2′O-Methyl RNA oligonucleotides is similar to standard DNA synthesis but requires an elongated coupling time (recommended is 6minutes compared to 90 seconds for DNA monomers)
• 2′O-Methyl RNA phosphoramidites are also available with fast deprotection chemistry

Application

2′O-Methyl RNA nucleoside including DMT-2′O-Methyl-rC(ac) 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

Safety Information

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