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DMT-2′Fluoro-dU Phosphoramidite

Product Name
DMT-2′Fluoro-dU Phosphoramidite
CAS No.
146954-75-8
Chemical Name
DMT-2′Fluoro-dU Phosphoramidite
Synonyms
2‘-F-U amidite;2'-Fluoro-dU CEP;2’-F-dU Amidite;2’-F-rUPhosphoramidite;2'-F-U Phosphoramidite;2'-F-U Phosphoramidite;2'-F-dU Phosphoramidite;5'-O-DMT-2'-fluoro-dU-CE;5'-O-DMT-2'-F-dU-3'-CEDPA;2'-Fluoro Uridine Amidite
CBNumber
CB8500324
Molecular Formula
C39H46FN4O8P
Formula Weight
748.78
MOL File
146954-75-8.mol
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DMT-2′Fluoro-dU Phosphoramidite Property

storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO: Sparingly soluble: 1-10 mg/ml
Ethanol: Sparingly soluble: 1-10 mg/ml
form 
powder
pka
9.39±0.10(Predicted)
color 
white to off-white
biological source
non-animal source (no BSE/TSE risk)
InChI
InChI=1/C39H46FN4O8P/c1-26(2)44(27(3)4)53(50-24-10-22-41)52-36-33(51-37(35(36)40)43-23-21-34(45)42-38(43)46)25-49-39(28-11-8-7-9-12-28,29-13-17-31(47-5)18-14-29)30-15-19-32(48-6)20-16-30/h7-9,11-21,23,26-27,33,35-37H,10,24-25H2,1-6H3,(H,42,45,46)/t33-,35-,36-,37-,53?/s3
InChIKey
HQHQPAYRJJMYQX-YOKGOYKLNA-N
SMILES
N1(C=CC(=O)NC1=O)[C@@H]1O[C@H](COC(C2=CC=CC=C2)(C2C=CC(=CC=2)OC)C2=CC=C(C=C2)OC)[C@@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@H]1F |&1:8,10,36,51,r|
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
U211280
Product name
DMT-2′Fluoro-dU Phosphoramidite
Purity
configured for PerkinElmer, configured for Polygen
Packaging
1G
Price
$214
Updated
2025/07/31
Sigma-Aldrich
Product number
U211250
Product name
DMT-2′Fluoro-dU Phosphoramidite
Purity
configured for (?KTA? and OligoPilot?)
Packaging
1G
Price
$228
Updated
2025/07/31
Sigma-Aldrich
Product number
U211250
Product name
DMT-2′Fluoro-dU Phosphoramidite
Purity
configured for (?KTA<SUP>&#174;</SUP> and OligoPilot<SUP>&#174;</SUP>)
Packaging
1 unit
Price
$519
Updated
2025/07/31
Sigma-Aldrich
Product number
U211250
Product name
DMT-2′Fluoro-dU Phosphoramidite
Purity
configured for (?KTA<SUP>&#174;</SUP> and OligoPilot<SUP>&#174;</SUP>)
Packaging
1 unit
Price
$519
Updated
2025/07/31
Sigma-Aldrich
Product number
U211240
Product name
DMT-2′Fluoro-dU Phosphoramidite
Purity
configured for MerMade
Packaging
1 g
Price
$223
Updated
2025/07/31
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DMT-2′Fluoro-dU Phosphoramidite Chemical Properties,Usage,Production

Uses

5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidite (DMT-2′Fluoro-dU Phosphoramidite) is a uridine phosphoramidite consisting of a fluorine in the 2' position, and the compound is used in the synthesis of DNA.

Definition

DMT-2′Fluoro-dU Phosphoramidite is also known as 2'-F-U CE-Phosphoramidite. 2'-F-RNA oligonucleotides adopt an A-form helix on hybridisation to a target. Whereas a hydroxyl group of RNA is a hydrogen bond donor, fluorine appears to be a weak acceptor. These features of 2'-F-RNA oligonucleotides lead to certain interesting properties. For example, it was demonstrated that oligonucleotides hybridise to a RNA oligonucleotide in the following order of increasing stability: DNA < RNA < 2'-OMe-RNA < 2'-F-RNA

Synthesis

5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine (3.00 g, 5.47 mmol) was dissolved in anhydrous dichloromethane (50 ml) under an argon atmosphere, N,N-diisopropylethylamine (0.55 ml,3.18 mmol), 1H-tetrazole (0.45 g, 6.45 mmol) and 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite (1.92 g, 6.36mmol) were added. And the mixture was stirred at room temperature overnight. The completion of the reaction was confirmed, 5 percent aqueous sodium hydrogen carbonate solution (20 ml) was added to the reaction mixture to allow layer separation, and the organic layer was washed with saturated brine (20 ml). The organic layer was dried over sodium sulfate, the filtrate was concentrated and the obtained crude product was purified by silica gel chromatography (hexane:ethyl acetate=75:25 - 30/70(v/v), containing 3percent triethylamine). The object fractions were collected and concentratedto give DMT-2′Fluoro-dU Phosphoramidite (2.76 g, 67.3 percent).

References

[1] Patent: EP2816053, 2014, A1. Location in patent: Paragraph 0371
[2] Patent: US9371353, 2016, B2. Location in patent: Page/Page column 78
[3] DR. MUTHIAH MANOHARAN. Unique Gene-Silencing and Structural Properties of 2′-Fluoro-Modified siRNAs†[J]. Angewandte Chemie, 2011, 123 10: 2332-2336. DOI: 10.1002/ange.201006519

DMT-2′Fluoro-dU Phosphoramidite Preparation Products And Raw materials

Raw materials

Preparation Products

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DMT-2′Fluoro-dU Phosphoramidite Suppliers

Canada 1 China 165 India 6 Switzerland 1 United Kingdom 2 United States 12 Global 187
SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from DMT-2′Fluoro-dU Phosphoramidite manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
5'-O-(4,4-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite 146954-75-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-23
Hefei Huana Biomedical Technology Co.,Ltd.
Product
5'-O-DMT-2'-fluoro-dU-CE 146954-75-8
Price
US $0.00/mg
Min. Order
100mg
Purity
≥99%
Supply Ability
20tons
Release date
2023-03-09
R&D Scientific Inc.
Product
5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidit 146954-75-8
Price
US $1550.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-02-10

146954-75-8, DMT-2′Fluoro-dU PhosphoramiditeRelated Search:

3-Chloropropyltrimethoxysilane Doxifluridine 1-beta-D-Arabinofuranosyluracil Pseudouridine 3-Chloropropyltriethoxysilane 3-Aminopropyltriethoxysilane Floxuridine 5-Fluorouridine DMT-dG(ib) Phosphoramidite DMT-dA(bz) Phosphoramidite DMT-2'O-Methyl-rU Phosphoramidite DMT-2'O-TBDMS-rA(bz) Phosphoramidite DMT-dG(dmf) Phosphoramidite 3'-TBDMS-ibu-rG Phosphoramidite Ac-rC Phosphoramidite Uridine DMT-2′Fluoro-dU Phosphoramidite

  • 3-({[(2-{[BIS(4-METHOXYPHENYL)(PHENYL)METHOXY]METHYL}-5-(2,4-DIOXO-3H-PYRIMIDIN-1-YL)-4-FLUOROOXOLAN
  • 2'-Fluoro-5'-O-DMT-2'-deoxyuridine-3'-CE-Phosphoramidite
  • 5'-DMT-2'-F-rU Phosphoramidite
  • 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-O-[(2-cyanoethyl)(N,N-diisopropyl)]phosphoramidite
  • 2'-Deoxy-2'-fluoro-5'-O-DMT-Uridine Phosphoramidite
  • DMT-2'-F-DU AMIDITE 0.25G, AB, SINGLE
  • DMT-2'-F-dU Amidite 0.25g, 89, Single
  • 2’-F-rUPhosphoramidite
  • 5'-O-(4,4-Dimethoxytrityl)-2'-deoxy-2'-fluorouridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
  • 5'-O-DMT-2'-F-dU-3'-CEDPA
  • 2'-F-dU Phosphoramidite
  • 2'-Deoxy-2'-fluoro-5'-O-DMT-Uridine-3'-CED PhosphoraMidite
  • DMT-2′Fluoro-dU Phosphoramidite
  • 2'-Fluoro-dU CEP
  • Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
  • 5'-Dimethoxytrityl-deoxyUridine, 2'-fluoro-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
  • 2'-Fluoro-N2-Isobutyryl-5'-O-DMT-2'-Deoxyguanosine-3'-CE-Phosphoramidite
  • 5'-DMTr-2'-F-3'-O-CEP-URIDINE
  • 5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidite
  • 5'-O-DMT-2'-F-Deoxyuridine-CE Phosphoramidit
  • 2‘-F-U amidite
  • DMT-2'-F-U Phosphoramidite
  • DMT-2’-F-dU-CE Phosphoramidite
  • 5'-O-DMT-2'-fluoro-dU-CE
  • Inhibitor,Nucleoside Antimetabolite/Analog,DMT2′FluorodU Phosphoramidite,inhibit,DMT 2′Fluoro dU Phosphoramidite
  • 5'-O-DMT-2'-F-2'-Deoxy Uridine -3’-Cyanoethyl Phosphoramidite
  • 2'-Fluoro Uridine Amidite
  • 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-tetrahydrofuran-3-yl]oxy-(diisopropylamino)phosphanyl]oxypropanenitrile
  • DMTr-2'-F-dU-3'-CE-Phosphoramidite
  • 2’-F-dU Amidite
  • 5'-O-(4, 4'-dimethoxytrityl)-2'-fluoro-2'-deoxyuridine-3'-CE-Phosphoramidite
  • 5'-ODMT-2'-Fluoro uridine-3'-OCEPA
  • 2'-F-U Phosphoramidite
  • DMT-2'-F-dU-CE Phosphoramidite
  • 2'-Fluoro-2'-deoxy Uridine CED Phosphoramidite
  • 2'-F-5'-O-DMT-2'-dU-3'-CE-Phosphoramidite
  • 5'-O-DMT-2'-fluoro-2'-Deoxyuridine 3'-CE phosphoramidite
  • DMT-2'FLUORO-DU PHOSPHORAMIDITE
  • Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite
  • DMT-2′Fluoro-dU Phosphoramidite, 10 mM in DMSO
  • 2'-F-U Phosphoramidite
  • 5'-O-DMT-2'-Fluoro-dU-CE, 99%, ≤0.2%(K.F.)
  • 2’-Fluoro-dU Phosphoramidite, 5'-O-DMT-2'-fluoro-2’-deoxyuridine-3'-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite,
  • 2’-F-rU CE Phosphoramidite
  • 146954-75-8
  • Amidite