Cas no 78842-13-4 (2′-Deoxy-2′-fluoroguanosine)

2′-Deoxy-2′-fluoroguanosine is a fluorinated nucleoside analog characterized by the substitution of a fluorine atom at the 2′ position of the ribose ring. This modification enhances its stability against enzymatic degradation, making it valuable for biochemical and pharmaceutical research. The compound exhibits potential as a building block in oligonucleotide synthesis, particularly for antisense and RNA-targeting applications, due to its improved nuclease resistance and binding affinity. Its unique properties also support studies in virology and nucleoside-based drug development. The fluorine substitution at the 2′ position further influences the sugar pucker conformation, which can impact duplex stability and hybridization kinetics in nucleic acid systems.
2′-Deoxy-2′-fluoroguanosine structure
2′-Deoxy-2′-fluoroguanosine structure
Product Name:2′-Deoxy-2′-fluoroguanosine
CAS No:78842-13-4
MF:C10H12FN5O4
MW:285.231784820557
MDL:MFCD00923832
CID:60036
PubChem ID:135415565
Update Time:2025-11-27

2′-Deoxy-2′-fluoroguanosine Chemical and Physical Properties

Names and Identifiers

    • 2'-Fluoro -2'-deoxyguanosine
    • 2'-FdG
    • 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
    • 2'-Deoxy-2'-fluoroguanosine
    • 2′-Deoxy-2′-fluoroguanosine
    • deoxyfluoroguanosine
    • SCHEMBL236684
    • 2-amino-9-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
    • 2-Fluoro -2-deoxyguanosine
    • UXUZARPLRQRNNX-DXTOWSMRSA-N
    • 2'-Fluoro-2'-deoxy-D-guanosine
    • 2'-Fluoro-2'-deoxyguanosine
    • 2 inverted exclamation marka-Deoxy-2 inverted exclamation marka-fluoroguanosine
    • DTXSID40229334
    • BDBM50144930
    • AS-49377
    • J-700052
    • BP-58854
    • AKOS040756306
    • SCHEMBL15532083
    • CHEMBL308759
    • 2??-Deoxy-2??-fluoroguanosine
    • Guanosine, 2'-deoxy-2'-fluoro-
    • MFCD00923832
    • 2-amino-9-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one;2'-FLUORO-2'-DEOXYGUANOSINE
    • CS-W012234
    • 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
    • 2-Fluoro-2-deoxyguanosine
    • 2-amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one
    • HG1070
    • 2'-Dfgs
    • AKOS016003829
    • 9-(2-deoxy-2-fluoro-beta-D-ribofuranosyl)guanine
    • 2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
    • 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
    • A848809
    • HY-W011518
    • AC-9551
    • 78842-13-4
    • 2-AMINO-9-[(2R,3R,4R,5R)-3-FLUORO-4-HYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-1H-PURIN-6-ONE
    • 2′-Deoxy-2′-fluoroguanosine (ACI)
    • 2′-Fluoro-2′-deoxyguanosine
    • 2′-Fluoro-guanosine
    • 2′-Fluoro-Riboguanosine
    • 9-(2-Deoxy-2-fluoro-β-D-ribofuranosyl)guanine
    • DTXCID60151825
    • MDL: MFCD00923832
    • Inchi: 1S/C10H12FN5O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1
    • InChI Key: UXUZARPLRQRNNX-DXTOWSMRSA-N
    • SMILES: O=C1N=C(N)NC2N([C@H]3[C@H](F)[C@H](O)[C@@H](CO)O3)C=NC1=2

Computed Properties

  • Exact Mass: 285.08746
  • Monoisotopic Mass: 285.087332
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 449
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _1.2
  • Topological Polar Surface Area: 135

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 2.17
  • Melting Point: No data available
  • Boiling Point: No data available
  • Flash Point: No data available
  • Refractive Index: 1.876
  • PSA: 134.99
  • LogP: -1.36710

2′-Deoxy-2′-fluoroguanosine Security Information

2′-Deoxy-2′-fluoroguanosine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
L-WH443-100mg
2′-Deoxy-2′-fluoroguanosine
78842-13-4 99%
100mg
¥322.0 2022-03-01
SHANG HAI XIAN DING Biotechnology Co., Ltd.
L-WH443-500mg
2′-Deoxy-2′-fluoroguanosine
78842-13-4 99%
500mg
¥1391.0 2022-03-01
Fluorochem
225619-1g
2'-Fluoro -2'-deoxyguanosine
78842-13-4 95%
1g
£106.00 2022-02-28
Fluorochem
225619-5g
2'-Fluoro -2'-deoxyguanosine
78842-13-4 95%
5g
£439.00 2022-02-28
TRC
D235125-250mg
2'-Deoxy-2'-fluoroguanosine
78842-13-4
250mg
$178.00 2023-05-18
TRC
D235125-2.5g
2'-Deoxy-2'-fluoroguanosine
78842-13-4
2.5g
$1372.00 2023-05-18
abcr
AB348136-250 mg
2'-Fluoro-2'-deoxyguanosine, 98%; .
78842-13-4 98%
250mg
€66.70 2023-06-21
abcr
AB348136-1 g
2'-Fluoro-2'-deoxyguanosine, 98%; .
78842-13-4 98%
1g
€114.00 2023-06-21
ChemScence
CS-W012234-1g
2′-Deoxy-2′-fluoroguanosine
78842-13-4 99.67%
1G
$127.0 2022-04-26
ChemScence
CS-W012234-5g
2′-Deoxy-2′-fluoroguanosine
78842-13-4 99.67%
5G
$459.0 2022-04-26

2′-Deoxy-2′-fluoroguanosine Production Method

Production Method 1

Reaction Conditions
Reference
Chemical and enzymatic synthesis and antiviral properties of 2'-deoxy-2'-fluoroguanosine
Zaitseva, Galina V.; Zinchenko, Anatoli I.; Barai, Vladimir N.; Pavlova, N. I.; Boreko, Evgeny I.; et al, Nucleosides & Nucleotides, 1999, 18, 687-688

Production Method 2

Reaction Conditions
Reference
Synthesis of suitably protected phosphoramidites of 2'-fluoro-2'-deoxyguanosine and 2'-amino-2'-deoxyguanosine for incorporation into oligoribonucleotides
Benseler, Fritz; Williams, David M.; Eckstein, Fritz, Nucleosides & Nucleotides, 1992, 11(7), 1333-51

2′-Deoxy-2′-fluoroguanosine Raw materials

2′-Deoxy-2′-fluoroguanosine Preparation Products

2′-Deoxy-2′-fluoroguanosine Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:78842-13-4)2'-Deoxy-2'-fluoroguanosine
Order Number:sfd11038
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:78842-13-4)2'-Deoxy-2'-fluoroguanosine
Order Number:NC13851
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:02
Price ($):Price inquiry
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:78842-13-4)2'-Deoxy-2'-fluoroguanosine
Order Number:LY0046
Stock Status:in Stock
Quantity:1KG
Purity:98%standard
Pricing Information Last Updated:Wednesday, 30 July 2025 14:20
Price ($):Inquiry

2′-Deoxy-2′-fluoroguanosine Spectrogram

13C NMR
13C NMR
1H NMR 300 MHz DMSO
1H NMR

2′-Deoxy-2′-fluoroguanosine Related Literature

Additional information on 2′-Deoxy-2′-fluoroguanosine

Recent Advances in the Study of 2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4): A Promising Nucleoside Analog

2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4) is a fluorinated nucleoside analog that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. Recent studies have explored its role as an antiviral and anticancer agent, leveraging its unique biochemical properties. This research brief synthesizes the latest findings on the synthesis, mechanism of action, and therapeutic potential of 2′-Deoxy-2′-fluoroguanosine, providing a comprehensive overview for researchers in the field.

The compound's structure, characterized by a fluorine atom at the 2′-position of the ribose ring, confers enhanced metabolic stability and resistance to enzymatic degradation compared to its non-fluorinated counterparts. This property is particularly advantageous in the development of nucleoside-based therapeutics, where rapid degradation in vivo often limits efficacy. Recent synthetic approaches have focused on optimizing the yield and purity of 2′-Deoxy-2′-fluoroguanosine, with novel catalytic methods and green chemistry techniques being employed to streamline production.

In antiviral research, 2′-Deoxy-2′-fluoroguanosine has demonstrated potent activity against a range of RNA viruses, including hepatitis C virus (HCV) and respiratory syncytial virus (RSV). Mechanistic studies reveal that the compound acts as a chain terminator during viral RNA replication, effectively inhibiting viral proliferation. Notably, a 2023 study published in the Journal of Medicinal Chemistry highlighted its synergistic effects when combined with other antiviral agents, suggesting potential for use in combination therapies.

Beyond its antiviral applications, 2′-Deoxy-2′-fluoroguanosine has shown promise in oncology. Preclinical studies indicate that it selectively targets cancer cells with high ribonucleotide reductase activity, a hallmark of many aggressive tumors. A recent in vivo study demonstrated significant tumor growth inhibition in xenograft models of pancreatic cancer, with minimal off-target effects. These findings underscore its potential as a targeted therapeutic agent, though further clinical validation is required.

Despite these advancements, challenges remain in the clinical translation of 2′-Deoxy-2′-fluoroguanosine. Issues such as bioavailability, tissue-specific delivery, and potential resistance mechanisms need to be addressed. Ongoing research is exploring prodrug strategies and nanoparticle-based delivery systems to overcome these hurdles. Additionally, computational modeling and structure-activity relationship (SAR) studies are being employed to design next-generation analogs with improved pharmacokinetic profiles.

In conclusion, 2′-Deoxy-2′-fluoroguanosine (CAS: 78842-13-4) represents a versatile and promising nucleoside analog with broad therapeutic potential. Its unique chemical properties and demonstrated efficacy in antiviral and anticancer contexts make it a compelling candidate for further development. Future research should focus on optimizing its delivery and expanding its clinical applications, paving the way for its eventual translation into therapeutic use.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:78842-13-4)2'-Deoxy-2'-fluoroguanosine
sfd11038
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
NewCan Biotech Limited
(CAS:78842-13-4)2'-Deoxy-2'-fluoroguanosine
NC13851
Purity:97%
Quantity:10g
Price ($):Inquiry
Email