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Merck
CN

A211150

DMT-2′O-Methyl-rA(bz) Phosphoramidite

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

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]

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About This Item

Empirical Formula (Hill Notation):
C48H54N7O8P
CAS Number:
110782-31-5
Molecular Weight:
887.96
NACRES:
NA.51
PubChem Substance ID:
329770744
UNSPSC Code:
41116105
MDL number:
MFCD00792622

Key Documents

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Product Name

DMT-2′O-Methyl-rA(bz) Phosphoramidite, configured for (ÄKTA® and OligoPilot®), configured for ABI

compatibility

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

InChI key

AZCGOTUYEPXHMJ-PSVHYZMASA-N

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

biological source

non-animal source (no BSE/TSE risk)

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

nucleoside profile

base: adenosine
base protecting group: benzoyl
2' protecting group: methyl
5' protecting group: DMT
deprotection: standard

storage temp.

-10 to -25°C

Quality Level

300

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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)

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.

Legal Information

OligoPilot is a registered trademark of Cytiva
ÄKTA is a registered trademark of Cytiva

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK2189
HMBK2390
HMBJ9810
HMBJ9158
HMBK1134

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