G211100

DMT-2′O-Methyl-rG(ib) Phosphoramidite

• Synonym(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]
• Empirical Formula (Hill Notation): C₄₅H₅₆N₇O₉P
• CAS Number: 150780-67-9
• Molecular Weight: 869.94
• MDL number: MFCD00792625
• UNSPSC Code: 41116105
• PubChem Substance ID: 329799862
• NACRES: NA.51

Properties

• biological source: non-animal source (no BSE/TSE risk)
• Assay: ≥99% (³¹P-NMR); ≥99.0% (reversed phase HPLC)
• form: powder
• impurities: ≤0.1% single unspecified Impurity (reversed phase HPLC); ≤0.3% mG2 (reversed phase HPLC, Hydrolysate); ≤0.3% mG3 (reversed phase HPLC, DMT-rG(ib)me); ≤0.3 wt. % water content (Karl Fischer); ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR); ≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)me-DMT); ≤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: guanosine; base protecting group: isobutyryl; 2' protecting group: methyl; 5' protecting group: DMT; deprotection: 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]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
• InChI key: IRRDHRZUOZNWDJ-MLLDKZSOSA-N

Description

General description

DMT-2′O-Methyl-rG(ib) Phosphoramidite belongs to the group of 2′O-Methyl RNA Phosphoramidites. 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. 2′O-Methyl RNA is a nucleic acid analog that is characterized by the exceptional hybridization properties that it imparts with complementary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. 2′O-Methyl RNA monomers feature methoxy groups at the 2′-position. The methoxy groups are perfectly stable in all conditions employed in the assembly of oligonucleotides by automated phosphoramidite synthesis, and in all standard alkaline deprotection conditions.

Application

DMT-2′O-Methyl-rG(ib) Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.It has widespread applications in the fields of:

• Diagnostic probes
• Aptamer and ribozyme development
• Mixed 2′O-Methyl-RNA/DNA antisense molecules

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable