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Merck
CN

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]

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About This Item

Empirical Formula (Hill Notation):
C51H62N5O9P
CAS Number:
149989-59-3
Molecular Weight:
920.04
NACRES:
NA.51
UNSPSC Code:
12352202
Assay:
≥98% (31P-NMR), ≥98.0% (reversed phase HPLC)
Form:
powder

Key Documents

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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

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

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

Quality Level

200

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK8028
HMBK5814
HMBK2939
HMBK2216
HMBK1462

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