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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]

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About This Item

Empirical Formula (Hill Notation):
C50H68N7O9PSi
CAS Number:
147201-04-5
Molecular Weight:
970.18
MDL number:
MFCD00080299
UNSPSC Code:
12352200
PubChem Substance ID:
329799857
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

970.18 g/mol

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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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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