G112050

DMT-dG(tac) Phosphoramidite

configured for ABI, configured for (ÄKTA^® and OligoPilot^®)

• 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: 329799736
• NACRES: NA.51

Properties

• type: for DNA synthesis
• product line: Proligo Reagents
• Assay: ≥98% (³¹P-NMR); ≥98.0% (reversed phase HPLC)
• technique(s): oligo synthesis: suitable
• λ: conforms (UV/VIS Identity)
• compatibility: configured for (ÄKTA^® and OligoPilot^®); configured for ABI
• 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

Proligo′s DNA phosphoramidites lead to high-yield and high-quality oligonucleotides due to their high coupling efficiency. The deprotection step of automated oligonucleotide synthesis is integral to synthesis time and final product quality. The high coupling efficiency of Proligo′s DNA phosphoramidites leads to high-yield and high-quality oligonucleotides.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 glass surfaces.Key Features of TAC Chemistry

• 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 oligonucleotidesChanging the dC protecting group to the TAC protecting group leads torapid synthesis of high-purity and high-yield oligonucleotides. Substitutingthe commonly employed dC(bz) monomer by the dC(tac) monomerenables the application of ultrafast deprotection with the AMA reagent andprovides a high-throughput method of oligonucleotide synthesis.DMT-dC(tac) Phosphoramidite configured ABI Synthesizers.

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