C112000

DMT-dC(tac) Phosphoramidite

• Synonym(s): DMT-dC(tac) amidite, N-[2-[4-(1,1-dimethylethyl)phenoxy]acetyl]-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-deoxycytidine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
• Empirical Formula (Hill Notation): C₅₁H₆₂N₅O₉P
• CAS Number: 149989-59-3
• Molecular Weight: 920.04
• UNSPSC Code: 12352202
• NACRES: NA.51

Properties

• type: for DNA synthesis
• product line: Proligo Reagents
• Assay: ≥98% (³¹P-NMR); ≥98.0% (reversed phase HPLC)
• form: powder
• technique(s): oligo synthesis: suitable
• λ: conforms (UV/VIS Identity)
• nucleoside profile: base: deoxycytidine; base protecting group: TAC; 2' protecting group: none; 5' protecting group: DMT; deprotection: fast
• storage temp.: -10 to -25°C
• SMILES string: CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(c2ccccc2)(c3ccccc3)c4ccccc4)N5C=CC(NC(=O)COc6ccc(cc6)C(C)(C)C)=NC5=O
• InChI: 1S/C49H58N5O7P/c1-35(2)54(36(3)4)62(59-31-17-29-50)61-42-32-46(53-30-28-44(52-47(53)56)51-45(55)34-57-41-26-24-37(25-27-41)48(5,6)7)60-43(42)33-58-49(38-18-11-8-12-19-38,39-20-13-9-14-21-39)40-22-15-10-16-23-40/h8-16,18-28,30,35-36,42-43,46H,17,31-34H2,1-7H3,(H,51,52,55,56)/t42-,43+,46+,62?/m0/s1
• InChI key: NHKNJNORWFDRBB-ROEGVEHFSA-N

Description

General description

DMT-dC(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 easy deprotection under mild conditions, suitable for oligonucleotides with base labile monomers and reporters as well as in-situ synthesis schemes on glass surfaces.

Other Notes

• 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 phosphoramidite. The standard aceticanhydride capping reagent can be employed.

Safety Information

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