U211050

DMT-2′O-TBDMS-rU Phosphoramidite

configured for ÄKTA^® and OligoPilot^®

• Synonym(s): 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-uridine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite], DMT-2′-O-TBDMS-rU amidite
• Empirical Formula (Hill Notation): C₄₅H₆₁N₄O₉PSi
• CAS Number: 118362-03-1
• Molecular Weight: 861.05
• MDL number: MFCD00080343
• UNSPSC Code: 12352200
• PubChem Substance ID: 329827600
• 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% 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: uridine; base protecting group: none; 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(=O)NC3=O)(c4ccccc4)c5ccc(OC)cc5
• InChI: 1S/C45H61N4O9PSi/c1-31(2)49(32(3)4)59(55-29-15-27-46)57-40-38(56-42(48-28-26-39(50)47-43(48)51)41(40)58-60(10,11)44(5,6)7)30-54-45(33-16-13-12-14-17-33,34-18-22-36(52-8)23-19-34)35-20-24-37(53-9)25-21-35/h12-14,16-26,28,31-32,38,40-42H,15,29-30H2,1-11H3,(H,47,50,51)/t38-,40-,41-,42-,59?/m1/s1
• InChI key: SKNLXHRBXYGJOC-ZMHKPELYSA-N

Description

General description

RNA phosphoramidites, along with RNA CPG, and analogous to DNA synthesis support the synthesis of sequence-specific RNA oligonucleotides for RNA interference (RNAi) and can be used in target validation and other drug development techniques.Modern phosphoramidite-mediated synthesis has enabled routine high-yielding preparations of RNA oligonucleotides. High-quality RNA phosphoramidites are key to low failure rates, the high biological activity of synthesis products, and cost-effectiveness.Key Features:

• 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 whenused with ETT or BTT as an activator; best results are obtained withActivator 42
• Capping with standard acetic anhydride capping reagent rather than withFast Deprotection Cap A
• Manufactured under a certified ISO 9001 quality systemDMT-2′O-TBDMS-rU Phosphoramidite is configured for ABI^™ Synthesizers.

Other Notes

RNA monomers feature hydroxyl groups at the 2′-position. In order toprevent the formation of unnatural 2′-5′ phosphordiester bonds duringchain elongation, the 2′OH group is protected with a trialkyl-silyl group, tertbutyldimethylsilyl (TBDMS). The TBDMS group is stable under the acidicconditions used to remove the DMT group during the synthesis cycle, butcan be removed by a variety of methods after cleavage and deprotection ofthe RNA oligomer, e.g., with a solution of tetrabutylammonium fluoride(TBAF) in tetrahydrofurane (THF) or with triethylamine hydrofluoride.

Legal Information

ABI is a trademark of Applera Corporation or its subsidiaries in the US and/or certain other countries

OligoPilot is a registered trademark of Cytiva

ÄKTA is a registered trademark of Cytiva

Safety Information

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