161442-19-9

Basic information

• Product Name: N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite
• Synonyms: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluorocytidine 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite];N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite
• CAS NO: 161442-19-9
• Molecular Formula: C₄₆H₅₁FN₅O₈P
• Molecular Weight: 851.8980042
• Mol File: 161442-19-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• PKA: 8.50±0.20(Predicted)
• CAS DataBase Reference: N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite(CAS DataBase Reference)
• NIST Chemistry Reference: N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite(161442-19-9)
• EPA Substance Registry System: N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite(161442-19-9)

Safety Data

• Hazardous Substances Data: 161442-19-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 161442-19-9 differently. You can refer to the following data:
1. 2'-Fluoro-N4-benzoyl-5'-O-DMT-2'-deoxycytidine-3'-ce-phosphoramidite is a fluorescent oligonucleotide RNA probe. 2'-Fluoro-N4-benzoyl-5'-O-DMT-2'-deoxycytidine-3'-ce-phosphoramidite is also used to improve metabolic stability and elicit efficient RNAi-mediated gene silencing.
2. 2''-Fluoro-N4-benzoyl-5''-O-DMT-2''-deoxycytidine-3''-ce-phosphoramidite is a fluorescent oligonucleotide RNA probe. 2''-Fluoro-N4-benzoyl-5''-O-DMT-2''-deoxycytidine-3''-ce-phosphoramidite is also used to improve metabolic stability and elicit efficient RNAi-mediated gene silencing

Upstream product

• 196928-90-2 Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-fluoro-5-[4-(3-nitro-[1,2,4]triazol-1-yl)-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 
• 56287-17-3 2'-deoxy-2'-fluorouridine 
• 10212-13-2 3’,5’-O-acetyl-2’-deoxy-2’-fluorouridine 
• 10212-20-1 2'-deoxy-2'-fluorocytidine 
• 146954-76-9 N4-benzoyl-2-deoxy-2-fluorocytidine 
• 93-97-0 benzoic acid anhydride 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 124482-92-4 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine 
• 146954-77-0 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxycytidine 

Relevant articles and documents

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132. Structural Comparison of Oligoribonucleotides and Their 2′-Deoxy-2′-fluoro Analogs by Heteronuclear NMR Spectroscopy

1-(2′-Deoxy-2′-fluororibofuranosyl)pyrimidines were synthesized and incorporated into an RNA oligonucleotide to give 5′-r[CfGCf(UfUfC fG)GCfG]-3′ (Cf: short form of Cd2′f2′ = 2′-deoxy-2′-fluorocytidine; Uf: short form of Ud2′f2′ = 2′-deoxy-2′-fluorouridine). The oligomer was investigated by means of UV, CD, and NMR spectroscopy to address the question of how F-labels can substitute 13C-labels in the ribose ring. Through-space (NOE) and through-bond (scalar couplings) experiments were performed that make use of the ameliorated chemical-shift dispersion induced by 19F as an alternative heteronucleus. A comparison of the structures of fluorinated vs. unmodified oligomer is given. It turns out that the fluorinated oligonucleotide exists in a 14:3 equilibrium between a hairpin and a duplex conformation, in contrast to the unmodified oligonucleotide which predominantly adopts the hairpin conformation. Furthermore, the fluorinated hairpin structure adopts two distinct conformations that differ in the sugar conformation of the Uf5 and Cf6 nucleoside units, as detected by the 19F-NMR chemical shifts. The role of the 2′-OH group as stabilizing element in RNA secondary structure is discussed.