Merck
  • G211050
All Photos(1)

G211050

Sigma-Aldrich

DMT-2′O-TBDMS-rG(ib) Phosphoramidite

configured for (ÄKTA® and OligoPilot®)

Synonym(s):
N-(2-methyl-1-oxopropyl)-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-guanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
Empirical Formula (Hill Notation):
C50H68N7O9PSi
CAS Number:
Molecular Weight:
970.18
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

non-animal source (no BSE/TSE risk)

Quality Level

product line

Proligo Reagents

Assay

≥99% (31P-NMR)
≥99.0% (reversed phase HPLC)

form

powder

technique(s)

oligo synthesis: suitable

impurities

≤0.3% water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤0.5% single Impurity (reversed phase HPLC)
≤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®)

nucleoside profile

base: guanosine
base protecting group: isobutyryl
2' protecting group: TBDMS
5' protecting group: DMT
deprotection: standard

storage temp.

−20°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H]([C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4C(=O)NC(NC(=O)C(C)C)=Nc34)(c5ccccc5)c6ccc(OC)cc6

InChI

1S/C50H68N7O9PSi/c1-32(2)45(58)54-48-53-44-41(46(59)55-48)52-31-56(44)47-43(66-68(12,13)49(7,8)9)42(65-67(63-29-17-28-51)57(33(3)4)34(5)6)40(64-47)30-62-50(35-18-15-14-16-19-35,36-20-24-38(60-10)25-21-36)37-22-26-39(61-11)27-23-37/h14-16,18-27,31-34,40,42-43,47H,17,29-30H2,1-13H3,(H2,53,54,55,58,59)/t40-,42-,43-,47-,67?/m1/s1

InChI key

PGJKESPHANLWME-FTZVBZPOSA-N

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This Item
G211150G111060A211180
assay

≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)

assay

≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)

assay

≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)

assay

≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)

biological source

non-animal source (no BSE/TSE risk)

biological source

non-animal source (no BSE/TSE risk)

biological source

non-animal source (no BSE/TSE risk)

biological source

non-animal source (no BSE/TSE risk)

product line

Proligo Reagents

product line

Proligo Reagents

product line

Proligo Reagents

product line

Proligo Reagents

form

powder

form

powder

form

powder or granules

form

powder

technique(s)

oligo synthesis: suitable

technique(s)

oligo synthesis: suitable

technique(s)

oligo synthesis: suitable

technique(s)

oligo synthesis: suitable

impurities

≤0.3% water content (Karl Fischer)

impurities

≤0.1% single unspecified Impurity (reversed phase HPLC), ≤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), ≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)me-DMT), ≤3% residual Solvent content

impurities

≤0.3 wt. % water content (Karl Fischer)

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

General description

DMT-2′O-TBDMS-rG(ib) Phosphoramidite belongs to the group of 2′O-TBDMS RNA Phosphoramidites.

Application

RNA interference (RNAi) has become a popular tool for the sequence-specific inhibition of gene expression and can be used in target validation and other drug development techniques. The most convenient method to provide sequence-specific RNA oligonucleotides is a chemical synthesis on a solid support with RNA phosphoramidites and RNA CPG, analogous to DNA synthesis.

Features and Benefits

  • Industry-standard 2′O-TBDMS protective group
  • Consistent lot-to-lot purity and performance
  • Compatible with deprotection methods based on methylamine or AMA
  • Standard RNA phosphoramidites provide excellent coupling results when used with ETT or BTT as an activator; best results are obtained with Activator 42
  • Capping with standard acetic anhydride capping reagent rather than with Fast Deprotection Cap A
  • Manufactured under a certified ISO 9001 quality system

Other Notes

The unique properties of RNA have stimulated the development of a variety of applications in diagnostics and therapeutics, as well as in basic molecular biology research where RNA can be used as:
  • Catalytic agents (ribozymes)
  • Affinity ligands (aptamers)
  • Agents to induce gene silencing (RNA interference) (a)

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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