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Published TCIMAIL newest issue No.199
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CAS RN: 5580-20-1 | Product Number: D6061
2'-Deoxy-4-thiouridine
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Purity: >95.0%(HPLC)(qNMR)
Synonyms:
- 4-Thio-2'-deoxyuridine
- 1-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-thioxo-3,4-dihydro-2(1H)-pyrimidinone
- 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-thioxo-3,4-dihydropyrimidin-2(1H)-one
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 100MG |
€162.00
|
2 | 28 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | D6061 |
Purity / Analysis Method 
|
>95.0%(HPLC)(qNMR) |
| Molecular Formula / Molecular Weight | C__9H__1__2N__2O__4S = 244.27 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive |
| Packaging and Container
|
100MG-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 5580-20-1 |
| Reaxys Registry Number | 888182 |
| MDL Number | MFCD00058457 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 95.0 area% |
| Purity(qNMR) | min. 95.0 % |
| Melting point | 167.0 to 171.0 °C |
| Water | max. 4.0 % |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 169 °C |
GHS
Related Laws:
Transport Information:
| HS Number | 2934999090 |
Application
2'-Deoxy-4-Thiouridine: A Photoactive Nucleoside Analog
4–thionucleosides, containing 2'-deoxy-4-thiouridine, are photoactive nucleoside analogs, and absorb light at wavelengths around 340 nm and, thus, can be selectively photo-activated.1,2) They exhibit a high photocrosslinking ability towards pyrimidine bases (particularly thymine) but also purine bases. In fact, oligonucleotides containing 2'-deoxy-4-thiouridine has been used for photocrosslinking studies of oligonucleotides.3,4) In addition, 2'-deoxy-4-thiouridine exhibits an anti-[herpes simplex virus (HSV)] activity,5) and is used for a post-synthetic modification of oligonucleotides through oxidative amination of 2'-deoxy-4-thiouridine, converting it on oligonucleotides into deoxycytidine derivates.6) (The product is for research purpose only.)
References
- 1) NMR and UV Studies of 4-thio-2'-deoxyuridine and its derivatives
- 2) Thionucleobases as intrinsic photoaffinity probes of nucleic acid structure and nucleic acid-protein interactions (a review)
- 3) Synthesis and Postsynthetic Modification of Oligodeoxynucleotides Containing 4-Thio-2'-deoxyuridine (ds4U)
- 4) Photoactivation of DNA thiobases as a potential novel therapeutic option
- 5) Anti-(herpes simplex virus) activity of 4’-thio-2’-deoxyuridines: a biochemical investigation for viral and cellular target enzymes
- 6) General Method for Post-Synthetic Modification of Oligonucleotides Based on Oxidative Amination of 4-Thio-2′-deoxyuridine
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