Name: China Supplier High Quality Good Price 2'-Deoxy-L-thymidine CAS 3424-98-4
Brand: Wuhan Fortuna Chemical Co., Ltd.

Specifications of 2'-Deoxy-L-thymidine CAS 3424-98-4

Items

Specification

Result

Assay

≥ 99.5%

99.91%

Appearance

white fine powder

Conforms

Loss on drying

≤0.5%

0.11%

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Parameters of 2'-Deoxy-L-thymidine CAS 3424-98-4

Product parameters
Cas number:	3424-98-4
Appearance:	white fine powder
Purity:	99.5%min
Package details:	10g/aluminium foil bag;25kg/drum
Brand:	Fortunachem

2'-Deoxy-L-thymidine is the synthetic, mirror-image (L-enantiomer) form of the natural nucleoside deoxythymidine (which is the "D-" form and a fundamental building block of DNA). Because of its reversed chirality, it is not recognized or used by human enzymes involved in DNA synthesis. This property makes it biologically inactive in most standard systems but also interesting for developing therapeutic oligonucleotides (like aptamers or Spiegelmers) that are highly stable and resistant to degradation in the body.

1. Chemical Definition and Structure

Core Structure: It consists of the nucleobase thymine attached to the sugar deoxyribose.
Key Feature (The "L"): The crucial difference from natural thymidine lies in the chirality (handedness) of the deoxyribose sugar. Natural DNA is built exclusively from D-deoxyribose. This compound is its non-natural L-enantiomer—its exact mirror image.
Relationship: It is the enantiomer of the natural DNA nucleoside, 2'-deoxy-D-thymidine (almost always just called "deoxythymidine" or "dT").

2. Key Properties and Biological Significance

The "L" configuration completely changes its biological behavior:

Biological Inertness: The enzymes that build and read DNA (DNA polymerases, kinases, etc.) are stereospecific; they are evolved to recognize and process only the D-form sugars. L-nucleosides like this one are essentially "invisible" to these enzymes.
Resistance to Degradation: For the same reason, they are highly resistant to degradation by the body's nucleases (enzymes that break down nucleic acids). This confers great metabolic stability.

3. Primary Uses and Applications

Its unique properties make it valuable for specific advanced applications:

Spiegelmers: This is its most prominent application. Spiegelmers (from German "Spiegel" for mirror) are synthetic L-oligonucleotide aptamers. Like conventional aptamers (made from D-nucleotides), they can bind to specific target molecules (e.g., proteins) with high affinity. However, because they are made of L-nucleotides, they are invisible to the human immune system and highly stable in biological fluids, making them excellent potential therapeutic drugs or diagnostic agents.
Enzyme Studies: Used as a tool in biochemistry to study the stereospecificity of enzymes that process nucleotides.
Antiviral Prodrugs: While inactive itself, certain modified L-nucleoside analogs (e.g., lamivudine) are used as prodrugs. They are activated by viral enzymes (which sometimes have different specificity) to inhibit viral replication.

4. Comparison with Natural Thymidine

Feature	2'-Deoxy-L-thymidine (L-dT)	2'-Deoxy-D-thymidine (Natural dT)
Chirality	L-enantiomer (mirror image)	D-enantiomer
Role in Nature	Not found in nature	Essential building block of DNA
Substrate for Human Enzymes	No (not recognized)	Yes (incorporated into DNA)
Stability in Serum	Very High (resistant to nucleases)	Low (rapidly degraded by nucleases)
Primary Use	Research, Spiegelmer therapeutics	Biology, DNA synthesis, life itself

Conclusion

2'-Deoxy-L-thymidine is not a natural biological molecule but a sophisticated synthetic tool. Its value lies entirely in its "unnatural" mirror-image structure, which provides metabolic stability and evasion of human enzymatic processes. This makes it a critical component in the emerging field of Spiegelmer technology, aimed at creating a new class of stable and effective oligonucleotide-based therapeutics.