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G211140

DMT-2′O-Methyl-rG(ib) Phosphoramidite

configured for MerMade

Synonym(s):

DMT-2′-O-Me-rG(ib) amidite, N-(2-methyl-1-oxopropyl)-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-guanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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About This Item

Empirical Formula (Hill Notation):
C45H56N7O9P
CAS Number:
150780-67-9
Molecular Weight:
869.94
UNSPSC Code:
41116105
NACRES:
NA.51
MDL number:
MFCD00792625
Assay:
≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)
Biological source:
non-animal source (no BSE/TSE risk)
Form:
powder
Storage temp.:
-10 to -25°C
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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

869.94 g/mol

impurities

≤0.3% mG2 (reversed phase HPLC, Hydrolysate), ≤0.3% mG3 (reversed phase HPLC, DMT-rG(ib)me), ≤0.3% water content (Karl Fischer), ≤0.5% P(III) Impurities 100-169ppm (31P-NMR), ≤0.5% single Impurity (redox titration), ≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)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.

-10 to -25°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(=O)NC(NC(=O)C(C)C)=Nc56

InChI

1S/C45H56N7O9P/c1-28(2)41(53)49-44-48-40-37(42(54)50-44)47-27-51(40)43-39(57-9)38(61-62(59-25-13-24-46)52(29(3)4)30(5)6)36(60-43)26-58-45(31-14-11-10-12-15-31,32-16-20-34(55-7)21-17-32)33-18-22-35(56-8)23-19-33/h10-12,14-23,27-30,36,38-39,43H,13,25-26H2,1-9H3,(H2,48,49,50,53,54)/t36-,38-,39-,43-,62?/m1/s1

InChI key

IRRDHRZUOZNWDJ-MLLDKZSOSA-N

General description

Proligo′s 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. The adenosine and guanosine monomers are protected with the standard benzoyl (bz) and isobutyryl (ib) groups.2′O-Methyl RNA is a nucleic acid analogue that is characterized by the exceptional hybridization properties that it imparts with complimentary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. 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 molecule
Key Features:
  • High yield of crude oligonucleotides
  • Compatible with DNA synthesis
  • Can be employed together with DNA or RNA phosphoramidites in the same synthesis to produce mixmer oligonucleotides
  • Recommended deprotection conditions are 8 hours at 55 °C using concentrated 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 no special precautions are required to provide protection against nucleolyticdegradationDMT-2′O-Methyl-rG(ib) Phosphoramidite is configured for MerMade Synthesizers.

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK8525
HMBK7857
HMBK6900
HMBK4917
HMBK3908

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Global Trade Item Number

SKUGTIN
G211140-5G04061838685223
G211140-1G04061826766781
G211140-10G04065271333147