U211150

DMT-2′O-Methyl-rU Phosphoramidite

configured for ÄKTA^® and OligoPilot^®

• Synonym(s): 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-uridine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite], DMT-2′O-Methyl-rU amidite
• Empirical Formula (Hill Notation): C₄₀H₄₉N₄O₉P
• CAS Number: 110764-79-9
• Molecular Weight: 760.81
• MDL number: MFCD00792626
• PubChem Substance ID: 329827609
• NACRES: NA.51

Properties

• biological source: non-animal source (no BSE/TSE risk)
• Quality Level: 200
• product line: Proligo Reagents
• Assay: ≥99% (³¹P-NMR); ≥99.0% (reversed phase HPLC)
• form: powder
• technique(s): oligo synthesis: suitable
• impurities: ≤0.1% single unspecified Impurity (reversed phase HPLC); ≤0.3% mU2 (reversed phase HPLC, Hydrolysate); ≤0.3% mU3 (reversed phase HPLC, DMT-rme); ≤0.3% water content (Karl Fischer); ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR); ≤1.0% mU1 (reversed phase HPLC, DMT-rUme-DMT); ≤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: methyl; 5' protecting group: DMT; deprotection: fast/standard
• storage temp.: 2-8°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]1N5C=CC(=O)NC5=O
• InChI: 1S/C40H49N4O9P/c1-27(2)44(28(3)4)54(51-25-11-23-41)53-36-34(52-38(37(36)49-7)43-24-22-35(45)42-39(43)46)26-50-40(29-12-9-8-10-13-29,30-14-18-32(47-5)19-15-30)31-16-20-33(48-6)21-17-31/h8-10,12-22,24,27-28,34,36-38H,11,25-26H2,1-7H3,(H,42,45,46)/t34-,36-,37-,38-,54?/m1/s1
• InChI key: UVUOJOLPNDCIHL-XKZJCBTISA-N

Description

General description

DMT-2′O-Methyl-rU Phosphoramidite belongs to the class of 2′O-Methyl RNA Phosphoramidites.

Application

2′O-Methyl RNA nucleoside including DMT-2′O-Methyl-rU Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.

Features and Benefits

Its key features include:

• 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 nucleolytic degradation
• Synthesis of 2′O-Methyl RNA oligonucleotides is similar to standard DNA synthesis but requires an elongated coupling time (recommended is 6 minutes compared to 90 seconds for DNA monomers)
• 2′O-Methyl RNA phosphoramidites are also available with fast deprotection chemistry

Other Notes

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 molecules

Legal Information

OligoPilot is a registered trademark of Cytiva

ÄKTA is a registered trademark of Cytiva

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable