2'-F-ANA-G (dmf) CE Phosphoramidite
N'-[9-[(2R,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-fluorooxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- Chemical Name
- N'-[9-[(2R,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-fluorooxolan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
- MF
- C43H52FN8O7P
- MW
- 842.9
- Purity
- 98%
2'-F-ANA-G (dmf) CE Phosphoramidite is a protected 2'-deoxy-2'-fluoro-arabinoguanosine building block for modified-oligonucleotide synthesis. CH65072 carries a 5'-O-DMT group, N2-dimethylformamidine (dmf) guanine protection, and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. It is identified by CAS 1391913-24-8, molecular formula C43H52FN8O7P, molecular weight 842.9, PubChem CID 137166359, and InChIKey BUKKJOTXODUNQK-ZZRCLNINSA-N.
The fluorine at C2' has the arabino configuration, which distinguishes 2'F-ANA from ribo 2'-F-RNA. In solid-phase synthesis the 3'-phosphoramidite is the coupling group, the acid-labile 5'-DMT is removed during chain elongation, and the N2-dmf group is removed during final deprotection. Published 2'F-ANA studies provide context for arabino configuration and 2'F-ANA/RNA duplex behavior with RNase H.
Synonyms
DMTr-2'-ara-F-dG(dmf)-3'-CE-phosphoramidite; 5'-O-DMT-N2-dmf-2'-deoxy-2'-fluoro-arabinoguanosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65072 |
| CAS No. | 1391913-24-8 |
| Molecular Formula | C43H52FN8O7P |
| Molecular Weight | 842.9 |
| PubChem CID | 137166359 |
| InChIKey | BUKKJOTXODUNQK-ZZRCLNINSA-N |
| Purity | 98% |
Storage conditions
-20 C
Technical attributes
- Monomer class
- 2'F-ANA CE phosphoramidite
- Nucleobase
- Guanine
- Sugar configuration
- 2'-Deoxy-2'-fluoro-arabino
- Base protection
- N2-Dimethylformamidine (dmf)
- Packaging
- 10 mg; 50 mg; 100 mg; 250 mg; Custom packaging on request
- Physical form
- powder
- Stability
- powder: 3 years at -20 C
Application context
- 2'F-ANA oligonucleotide synthesis: an arabino-configured guanosine CE phosphoramidite for incorporation into modified oligonucleotides.
- Arabino 2'-fluoro chemistry: the C2' configuration distinguishes 2'F-ANA from ribo 2'-F-RNA; cited literature discusses 2'F-ANA/RNA duplex behavior with RNase H.
- Protected guanosine monomer: the 3'-phosphoramidite supports coupling, while 5'-DMT and N2-dmf provide temporary protection during chain assembly and final deprotection.
Public references
- Properties of arabinonucleic acids (ANA & 2'F-ANA): implications for the design of antisense therapeutics that invoke RNase H cleavage of RNA
Damha MJ, Noronha AM, Wilds CJ, Trempe JF, Denisov A, Pon RT, Gehring K
Nucleosides, Nucleotides and Nucleic Acids · 2001 · 20(4-7) · 429-440
- 2'-Deoxy-2'-fluoro-beta-D-arabinonucleic acid (2'F-ANA) modified oligonucleotides (ON) effect highly efficient, and persistent, gene silencing
Kalota A, Karabon L, Swider CR, Viazovkina E, Elzagheid M, Damha MJ, Gewirtz AM
Nucleic Acids Research · 2006 · 34(2) · 451-461
- The Degradation of dG Phosphoramidites in Solution
Hargreaves JS, Kaiser R, Wolber PK
Nucleosides, Nucleotides and Nucleic Acids · 2015 · 34(10) · 691-707
- A new 2'-hydroxyl protecting group for the automated synthesis of oligoribonucleotides
Rastogi H, Usher DA
Nucleic Acids Research · 1995 · 23(23) · 4872-4877
- Chemical synthesis of RNA using fast oligonucleotide deprotection chemistry
Vinayak R, Anderson P, McCollum C, Hampel A
Nucleic Acids Research · 1992 · 20(6) · 1265-1269
- PubChem Compound 137166359
PubChem · CID 137166359
Frequently Asked Questions
How does 2'F-ANA differ from 2'-F-RNA?
Both contain fluorine at C2', but their configuration differs. CH65072 has the arabino configuration that defines 2'F-ANA, whereas 2'-F-RNA uses the ribo configuration.
What is the role of the protecting groups in CH65072?
The 5'-DMT group is removed during chain elongation, and the N2-dimethylformamidine group protects guanine until final deprotection. The 3'-CE phosphoramidite is the coupling group.
What identifiers should match for CH65072?
Match CAS 1391913-24-8, molecular formula C43H52FN8O7P, molecular weight 842.9, PubChem CID 137166359, and InChIKey BUKKJOTXODUNQK-ZZRCLNINSA-N.
Similar Products
Need Help with Material Selection?
CHEMOS can review product fit, target structure, route questions, analytical expectations, and project-specific supply needs.