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CAS RN: 892-48-8 | Product Number: C3773
5'-Chloro-5'-deoxyadenosine
 
									 
							Purity: >98.0%(T)(HPLC)
Synonyms:
						
						- 5'-Deoxy-5'-chloroadenosine
Product Documents:
                    
				| Size | Unit Price | Same Day | 2-3 Business Days | Other Lead Time | Shipping Information   | 
|---|---|---|---|---|---|
| 5G | 
                                                NT$2,772 | 13 | 0 | Contact Us | |
| 25G | 
                                                NT$9,660 | 25 | 0 | Contact Us | 
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| 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:
							| H.S.code* | 2934.99-000 | 
			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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