G211140

DMT-2′O-Methyl-rG(ib) Phosphoramidite

configured for MerMade

• Synonyme(s) : DMT-2′-O-Me-rG(ib) amidite, N-(2-methyl-1-oxopropyl)-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-guanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
• Formule empirique (notation de Hill): C₄₅H₅₆N₇O₉P
• Numéro CAS: 150780-67-9
• Poids moléculaire : 869.94
• Numéro MDL: MFCD00792625
• Code UNSPSC : 41116105
• Nomenclature NACRES : NA.51

Propriétés

• Source biologique: non-animal source (no BSE/TSE risk)
• Niveau de qualité: 300
• Gamme de produits: Proligo Reagents
• Pureté: ≥99% (³¹P-NMR); ≥99.0% (reversed phase HPLC)
• Forme: powder
• Poids mol.: 869.94 g/mol
• Impuretés: ≤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); ≤0.5% single Impurity (redox titration); ≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)me-DMT); ≤3% residual Solvent content
• Couleur: white to off-white
• Adéquation: conforms to structure for H-NMR; conforms to structure for LC-MS
• Compatibilité: configured for MerMade
• Température de stockage: 2-8°C
• Chaîne SMILES: 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]1n5cnc6C(=O)NC(NC(=O)C(C)C)=Nc56
• InChI: 1S/C45H56N7O9P/c1-28(2)41(53)49-44-48-40-37(42(54)50-44)47-27-51(40)43-39(57-9)38(61-62(59-25-13-24-46)52(29(3)4)30(5)6)36(60-43)26-58-45(31-14-11-10-12-15-31,32-16-20-34(55-7)21-17-32)33-18-22-35(56-8)23-19-33/h10-12,14-23,27-30,36,38-39,43H,13,25-26H2,1-9H3,(H2,48,49,50,53,54)/t36-,38-,39-,43-,62?/m1/s1
• Clé InChI: IRRDHRZUOZNWDJ-MLLDKZSOSA-N

Description

Description générale

Proligo′s 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. The adenosine and guanosine monomers are protected with the standard benzoyl (bz) and isobutyryl (ib) groups.2′O-Methyl RNA is a nucleic acid analogue that is characterized by the exceptional hybridization properties that it imparts with complimentary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. 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 molecule

Key Features:

• 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 nucleolyticdegradationDMT-2′O-Methyl-rG(ib) Phosphoramidite is configured for MerMade Synthesizers.

Autres remarques

The synthesis cycle for 2′O-Methyloligoribonucleotides consists of the sameseries of reactions as the cycle that is employed for DNA monomers.However, the rate of coupling for 2′O-Methyl RNA monomers is slowercompared to that of DNA monomers (a coupling time of 6 minutes isrecommended for 2′O-Methyl RNA monomers compared to 90 seconds forDNA monomers). With the exception of the 2′O-Methyl RNA monomers andsupports, RNA synthesis is accomplished with the same reagents as DNAsynthesis. All 2′O-Methyl RNA phosphoramidites from Sigma-Aldrich arediluted with dry acetonitrile.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable