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DMT-2′Fluoro-dU Phosphoramidite

Basic information Safety Supplier Related

DMT-2′Fluoro-dU Phosphoramidite Basic information

Product Name:
DMT-2′Fluoro-dU Phosphoramidite
Synonyms:
  • 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
CAS:
146954-75-8
MF:
C39H46FN4O8P
MW:
748.78
EINECS:
2017-001-1
Product Categories:
  • Amidite
Mol File:
146954-75-8.mol
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DMT-2′Fluoro-dU Phosphoramidite Chemical Properties

storage temp. 
Sealed in dry,Store in freezer, under -20°C
form 
powder
pka
9.39±0.10(Predicted)
color 
white to off-white
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 Information

WGK Germany 
3
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DMT-2′Fluoro-dU Phosphoramidite Usage And Synthesis

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

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