G112000

DMT-dG(tac) Phosphoramidite

• Synonym(s): DMT-dG(tac) amidite
• Empirical Formula (Hill Notation): C₅₂H₆₂N₇O₉P
• CAS Number: 149989-60-6
• Molecular Weight: 960.06
• MDL number: MFCD01941141
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799732
• NACRES: NA.51

Properties

• type: for DNA synthesis
• product line: Proligo Reagents
• assay: ≥98% (³¹P-NMR); ≥98.0% (reversed phase HPLC)
• λ: conforms (UV/VIS Identity)
• nucleoside profile: base: deoxyguanosine; base protecting group: TAC; 2' protecting group: none; 5' protecting group: DMT; deprotection: fast
• storage temp.: -10 to -25°C
• SMILES string: COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4C(=O)NC(NC(=O)COc5ccc(cc5)C(C)(C)C)=Nc34)(c6ccccc6)c7ccc(OC)cc7
• InChI: 1S/C52H62N7O9P/c1-34(2)59(35(3)4)69(66-29-13-28-53)68-43-30-46(58-33-54-47-48(58)56-50(57-49(47)61)55-45(60)32-64-42-26-16-36(17-27-42)51(5,6)7)67-44(43)31-65-52(37-14-11-10-12-15-37,38-18-22-40(62-8)23-19-38)39-20-24-41(63-9)25-21-39/h10-12,14-27,33-35,43-44,46H,13,29-32H2,1-9H3,(H2,55,56,57,60,61)/t43-,44+,46+,69?/m0/s1
• InChI key: MCBSUBQIVLOCIW-YEZUPXOUSA-N

Description

General description

DMT-dG(tac) Phosphoramidite is a TAC Protected Phosphoramidite. Substitution of standard protecting groups with the labile TAC (tert.-butylphenoxyacetyl) protecting group results in ultra-fast and easydeprotection under mild conditions, suitable for oligonucleotides with baselabile monomers and reporters as well as in-situ synthesis schemes on glasssurfaces.Key Features of TAC Chemistry are -

• Deprotection of the TAC group is ultra-fast: complete deprotection inconcentrated ammonia occurs within 15 minutes at 55 °C or two hours atroom temperature
• Compatible with the AMA deprotection reagent (a mixture of ≥25%ammonia in water with 40% aqueous methylamine I/I, v/v)
• Highly soluble in acetonitrile. No need to add co-solvents such asdimethylformamide or methylene chloride
• Suitable for the synthesis of oligomers with base-labile units e.g., dyes andmodifiers, because of less exposure to ammonia and the possibility ofroom temperature deprotection
• No change is required in the reagents commonly used for DNA synthesis,except that Proligo′s Fast Deprotection Cap A solution is used instead ofCap A solution
• The application of dA(tac) minimizes depurination and improves thequality of oligonucleotides

Features and Benefits

• The deprotection of oligonucleotide synthesis products with the AMAreagent is ultra-fast: complete deprotection requires 10 minutes at 65 °C
• Side reactions at C-monomers through transamination are eliminated
• Not compatible with some base-labile modified nucleosides
• dC(tac)-phosphoramidite can directly substitute for dC(bz)-phosphoramidite
• No change is required in the reagents commonly used for DNA synthesis.Acetonitrile is used to dissolve the phosphoramidite. The standard aceticanhydride capping reagent can be employed.

Safety Information

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