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A211150

Sigma-Aldrich

DMT-2′O-Methyl-rA(bz) Phosphoramidite

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

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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:
12352200
PubChem Substance ID:
329770744
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

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

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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