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DMT-dC(tac) Phosphoramidite

SIGMA/C112000

Synonym: 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]

CAS Number: 149989-59-3
Empirical Formula (Hill Notation): C51H62N5O9P
Molecular Weight: 920.04
Linear Formula: C51H62N5O9P
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C112000-18G 18 g
 $1040.00
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λ conforms (UV/VIS Identity)
assay ≥98% (31P-NMR)
  ≥98.0% (reversed phase HPLC)
form powder
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
nucleoside profile base: deoxycytidine
base protecting group: TAC
2' protecting group: none
5' protecting group: DMT
deprotection: fast
product line Proligo Reagents
Quality Level 200 
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
storage temp. -10 to -25°C
technique(s) oligo synthesis: suitable
type for DNA synthesis
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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (31P-NMR); ≥98.0% (reversed phase HPLC)
Storage Temp. -10 to -25°C
UNSPSC 12352202

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