3'-Deoxy-3'-fluoroadenosine

Name: 3'-Deoxy-3'-fluoroadenosine
Brand: ChemScene
Availability: InStock
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CAS No. 75059-22-2
Cat. No. CS-0022620
Purity≥98%
MDL No.MFCD20134043

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 75059-22-2

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Description

3'-Deoxy-3'-fluoroadenosine features a fluorine atom at the 3' position, replacing the hydroxyl group to enhance metabolic stability. This modification impedes phosphorylation and prevents chain elongation, making it a potent inhibitor of viral polymerases. The compound integrates into nucleic acid chains during replication, halting further extension due to the absence of a 3'-OH. Its electron-withdrawing fluorine substituent increases resistance to enzymatic degradation. Used in antiviral research, particularly against retroviruses and hepatitis B.

Application

3'-Deoxy-3'-fluoroadenosine serves as a valuable nucleoside analog for probing ribose conformation and enzyme substrate specificity in antiviral and anticancer research. Its 3'-fluoro substitution confers enhanced metabolic stability while maintaining compatibility with standard phosphorylation pathways, enabling direct incorporation into oligonucleotide synthesis workflows. The compound functions as a key building block for site-specific modification of RNA analogs and supports efficient coupling reactions under mild conditions.

General Information

CAS No. 75059-22-2
Cat. No. CS-0022620
Purity ≥98%
MDL No. MFCD20134043
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂FN₅O₃
Molecular Weight 269.24
Synonym(s) None
SMILES OC[C@H]1O[C@@H](N(C=N2)C3=C2C(N)=NC=N3)[C@H](O)[C@@H]1F

Computational Chemistry Data

TPSA 119.31
LogP -1.0028
H_Acceptors 8
H_Donors 3
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Life Science Nucleosides & Nucleotides Halogen-modified Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

Key Words

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3'-Deoxy-3'-fluoroadenosine

CAS No. 75059-22-2

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