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Published TCIMAIL newest issue No.199
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CAS RN: 892-48-8 | Product Number: C3773
5'-Chloro-5'-deoxyadenosine
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Purity: >98.0%(T)(HPLC)
Synonyms:
- 5'-Deoxy-5'-chloroadenosine
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 5G |
€70.00
|
2 | 13 |
|
| 25G |
€244.00
|
1 | 25 |
|
*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 | C3773 |
Purity / Analysis Method 
|
>98.0%(T)(HPLC) |
| Molecular Formula / Molecular Weight | C__1__0H__1__2ClN__5O__3 = 285.69 |
| 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 |
| CAS RN | 892-48-8 |
| Reaxys Registry Number | 624885 |
| MDL Number | MFCD03427103 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 187 °C |
GHS
Related Laws:
| RTECS# | AU7357200 |
Transport Information:
| HS Number | 2934999090 |
Application
5'-Chloro-5'-deoxyadenosine: A Nucleoside Analog Used as a Substrate in Polyketide Biosynthesis
Incorporating a halogen atom into a scaffold of bioactive compounds often enhances biological activity, as in the case of the anticancer agent marizomib (salinosporamide A, a polyketide), a natural product with potent 20S proteasome inhibitory activity isolated from the marine microorganism Salinispora tropica. 5'-Chloro-5'-deoxyadenosine is a nucleoside analog used as a substrate in polyketide biosynthesis. S-adenosyl-L-methionine (SAM) is converted to 5'-chloro-5'-deoxyadenosine in a reaction catalyzed by SAM-dependent chlorinase. Through a 7-step route, 5'-chloro-5'-deoxyadenosine is converted to chloroethylmalonyl-CoA, which is involved in the biosynthesis of marizomib.
References
- Discovery and characterization of a marine bacterial SAM-dependent chlorinase
- Biosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S-adenosyl-L-methionine
- Preparation, assay, and application of chlorinase SalL for the chemoenzymatic synthesis of S-Adenosyl-L-methionine and analogs
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