2′-Deoxy-4-thiouridine

Name: 2′-Deoxy-4-thiouridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 5580-20-1
Cat. No. CS-0526979
Purity≥98%
MDL No.MFCD00058457

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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 5580-20-1

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Description

4-Thio-2’-deoxyuridine is a thymidine analog featuring a sulfur substitution at the 4-position of the uracil ring. This modification enhances resistance to enzymatic degradation while maintaining compatibility with DNA polymerases. The compound integrates efficiently into DNA strands during synthesis, enabling site-specific incorporation for studies in nucleic acid stability, replication dynamics, and targeted biochemical probing.

Application

4-Thio-2′-deoxyuridine serves as a valuable nucleoside building block for the synthesis of thionucleic acid analogs, enabling site-specific incorporation of sulfur into DNA backbones. Its enhanced stability and distinct reactivity profile facilitate efficient oligonucleotide synthesis and enable studies in nucleic acid structure-function relationships. The compound exhibits excellent bench stability and compatibility with standard phosphoramidite coupling protocols.

General Information

CAS No. 5580-20-1
Cat. No. CS-0526979
Purity ≥98%
MDL No. MFCD00058457
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂N₂O₄S
Molecular Weight 244.27
Synonym(s) 2′-Deoxy-4-thiouridine; 4-Thiodeoxyuridine
SMILES O[C@H]1C[C@H](N2C(NC(C=C2)=S)=O)O[C@@H]1CO

Computational Chemistry Data

TPSA 87.48
LogP -0.45341
H_Acceptors 6
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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other Nucleosides

Chemical Biology Pharmaceutical Development and Drug Discovery Research Nucleic Acid Chemistry Base Modified Nucleosides and Nucleotides

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Nucleic Acid Chemistry Base Modified Nucleosides and Nucleotides

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

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2′-Deoxy-4-thiouridine

CAS No. 5580-20-1

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