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DMT-2′O-Methyl-rA(bz) Phosphoramidite

SIGMA/A211140 - configured for MerMade

Synonym: 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
Molecular Weight: 887.96
MDL Number: MFCD00792622
Linear Formula: C48H54N7O8P
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A211140-1G 1 g
$101.00
1/EA
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45-A211140-5G 5 g
$909.00
1/EA
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45-A211140-10G
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assay ≥99% (31P-NMR)
  ≥99.0% (redox titration)
biological source non-animal source (no BSE/TSE risk)
color white to off-white
compatibility configured for MerMade
form powder
impurities ≤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
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
product line Proligo Reagents
Quality Level 300 
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
storage temp. 2-8°C
suitability conforms to structure for H-NMR
  conforms to structure for LC-MS
Features and Benefits: •  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.
General description: 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
Other Notes: 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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥99% (31P-NMR); ≥99.0% (redox titration)
Storage Temp. 2-8°C
UNSPSC 12352200

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