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A112080

Sigma-Aldrich

DMT-dA(tac) Phosphoramidite

configured for PerkinElmer, configured for Polygen

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Synonym(s):
DMT-dA(tac) amidite
Empirical Formula (Hill Notation):
C52H62N7O8P
CAS Number:
149989-58-2
Molecular Weight:
944.06
MDL number:
MFCD00058443
UNSPSC Code:
12352200
PubChem Substance ID:
329770675
NACRES:
NA.51

type

for DNA synthesis

Quality Level

200

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)

compatibility

configured for PerkinElmer
configured for Polygen

nucleoside profile

base: deoxyadenosine
base protecting group: TAC
2' protecting group: none
5' protecting group: DMT
deprotection: fast

storage temp.

−20°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(NC(=O)COc5ccccc5)ncnc34)(c6ccccc6)c7ccc(OC)cc7

InChI

1S/C48H54N7O8P/c1-33(2)55(34(3)4)64(61-27-13-26-49)63-41-28-44(54-32-52-45-46(50-31-51-47(45)54)53-43(56)30-59-40-16-11-8-12-17-40)62-42(41)29-60-48(35-14-9-7-10-15-35,36-18-22-38(57-5)23-19-36)37-20-24-39(58-6)25-21-37/h7-12,14-25,31-34,41-42,44H,13,27-30H2,1-6H3,(H,50,51,53,56)/t41-,42+,44+,64?/m0/s1

InChI key

INUFZOANRLMUCW-SDNJGBRXSA-N

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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 base labile 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 oligonucleotidesDMT-dA(tac) Phosphoramidite configured for Expedite™ and PolyGen® Synthesizers.

Legal Information

Expedite is a trademark of Applera Corporation or its subsidiaries in the US and/or certain other countries
PolyGen is a registered trademark of PolyGen GmbH.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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