C213000

DMT-2′O-TBDMS-rC(ac) Phosphoramidite

• Synonym(s): N-acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-cytidine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
• Empirical Formula (Hill Notation): C₄₇H₆₄N₅O₉PSi
• CAS Number: 121058-88-6
• Molecular Weight: 902.10
• MDL number: MFCD09842111
• UNSPSC Code: 12352200
• PubChem Substance ID: 329774946
• NACRES: NA.51

Properties

• 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: ≤0.3 wt. % water content (Karl Fischer); ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR); ≤0.5% single Impurity (reversed phase HPLC); ≤3 wt. % 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: cytidine; base protecting group: acetyl; 2' protecting group: TBDMS; 5' protecting group: DMT; deprotection: fast/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)N3C=CC(NC(C)=O)=NC3=O)(c4ccccc4)c5ccc(OC)cc5
• InChI: 1S/C47H64N5O9PSi/c1-32(2)52(33(3)4)62(58-30-16-28-48)60-42-40(59-44(43(42)61-63(11,12)46(6,7)8)51-29-27-41(49-34(5)53)50-45(51)54)31-57-47(35-17-14-13-15-18-35,36-19-23-38(55-9)24-20-36)37-21-25-39(56-10)26-22-37/h13-15,17-27,29,32-33,40,42-44H,16,30-31H2,1-12H3,(H,49,50,53,54)/t40-,42-,43-,44-,62?/m1/s1
• InChI key: QKWKXYVKGFKODW-YOEDQOPESA-N

Description

General description

DMT-2′O-TBDMS-rC(ac) 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

Its key features include:

• 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)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable