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G211200

Sigma-Aldrich

DMT-2′Fluoro-dG(ib) Phosphoramidite

Synonym(s):

DMT-2′Fluoro-dG(ib) Amidite

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About This Item

Empirical Formula (Hill Notation):
C44H53FN7O8P
CAS Number:
144089-97-4
Molecular Weight:
857.91
MDL number:
MFCD12912415
UNSPSC Code:
41116105
PubChem Substance ID:
329799870
NACRES:
NA.51

biological source

non-animal source (no BSE/TSE risk)

Quality Level

300

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: deoxyguanosine
base protecting group: isobutyryl
2' protecting group: fluoro
5' protecting group: DMT
deprotection: fast/standard

storage temp.

−20°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H]([C@H](F)[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4C(=O)NC(NC(=O)C(C)C)=Nc34)(c5ccccc5)c6ccc(OC)cc6

InChI

1S/C44H53FN7O8P/c1-27(2)40(53)49-43-48-39-37(41(54)50-43)47-26-51(39)42-36(45)38(60-61(58-24-12-23-46)52(28(3)4)29(5)6)35(59-42)25-57-44(30-13-10-9-11-14-30,31-15-19-33(55-7)20-16-31)32-17-21-34(56-8)22-18-32/h9-11,13-22,26-29,35-36,38,42H,12,24-25H2,1-8H3,(H2,48,49,50,53,54)/t35-,36-,38-,42-,61?/m1/s1

InChI key

KJFUMXZZVYMQEU-AOCJBPQJSA-N

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General description

DMT-2′Fluoro-dG(ib) 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

Application

DMT-2′Fluoro-dG(ib) Phosphoramidite is suitable for use in the synthesis of 2′-fluoro-modified oligonucleotide sequences using automated solid-phase chemistry.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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