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C213140

Sigma-Aldrich

DMT-2′O-Methyl-rC(ac) Phosphoramidite

configured for MerMade

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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:
12352200
NACRES:
NA.51

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

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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