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A211200

Sigma-Aldrich

DMT-2′Fluoro-dA(bz) Phosphoramidite

Synonym(s):

DMT-2′Fluoro-dA(bz) Amidite

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About This Item

Empirical Formula (Hill Notation):
C47H51FN7O7P
Molecular Weight:
875.92
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.51

biological source

non-animal source (no BSE/TSE risk)

product line

Proligo Reagents

Assay

≥99% (31P-NMR)
≥99.0% (reversed phase HPLC)

form

powder

technique(s)

oligo synthesis: suitable

impurities

≤0.3% water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤0.5% single Impurity (reversed phase HPLC)
≤3% residual Solvent content

color

white to off-white

λ

conforms (UV/VIS Identity)

suitability

conforms to structure for H-NMR
conforms to structure for LC-MS

nucleoside profile

base: deoxyadenosine
base protecting group: benzoyl
2' protecting group: fluoro
5' protecting group: DMT
deprotection: fast/standard

storage temp.

−20°C

SMILES string

CC(C)N(C(C)C)P(OCCC#N)O[C@H]([C@H](O1)COC(C2=CC=C(OC)C=C2)(C3=CC=C(OC)C=C3)C4=CC=CC=C4)[C@@H](F)[C@@H]1N5C6=NC=NC(NC(C7=CC=CC=C7)=O)=C6N=C5

InChI

1S/C47H51FN7O7P/c1-31(2)55(32(3)4)63(60-27-13-26-49)62-42-39(61-46(40(42)48)54-30-52-41-43(50-29-51-44(41)54)53-45(56)33-14-9-7-10-15-33)28-59-47(34-16-11-8-12-17-34,35-18-22-37(57-5)23-19-35)36-20-24-38(58-6)25-21-36/h7-12,14-25,29-32,39-40,42,46H,13,27-28H2,1-6H3,(H,50,51,53,56)/t39-,40-,42-,46-,63?/m1/s1

InChI key

VCCMVPDSLHFCBB-MSIRFHFKSA-N

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General description

DMT-2′Fluoro-dA(bz) Phosphoramidite is a 2′Fluoro phosphoramidite that is used to synthesize oligonucleotides that are more thermally stable and provide increased nuclease resistance.

Its key features include,

  • Can be employed together with DNA or RNA phosphoramidites
  • Recommended deprotection conditions are 8 hours at 55 °C using concentrated ammonia solution, or with AMA for 10 minutes at 65 °C
  • Synthesis of 2′Fluoro oligonucleotides is similar to standard DNA synthesis but requires an elongated coupling time (recommended is 3 minutes compared to 90 seconds for DNA monomers)
  • Consistent lot-to-lot high purity and performance
  • Manufactured under a certified ISO 9001 quality system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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