Molecular structure of 5′-Deoxyadenosine, CAS Number: 4754-39-6
5′-Deoxyadenosine (CAS 4754-39-6)
Alternate Names:
5′-Deoxyadenosine is also known as 5′-dAdo.
Application:
5′-Deoxyadenosine is an analog of adenosin, and an intermediate in the degradation reaction of S-adenosylmethionine.
CAS Number:
4754-39-6
Purity:
≥98%
Molecular Weight:
251.24
Molecular Formula:
C10H13N5O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
5′-Deoxyadenosine is an analog of adenosin. In the degradation reaction of S-adenosylmethionine (SAM), 5′-Deoxyadenosine is an intermediate. 5′-Deoxyadenosine is used to study the enzyme kinematics of phosphomethylpyrimidine synthase, glutamate mutase, and 5′-methylthioadenosine phosphorylase. In addition, 5′-Deoxyadenosine has been used as a mass spectroscopy standard, and a thymidine phosphorylase activity screening inhibitor. Finally, 5′-Deoxyadenosine functions as a substrate if 5′-Deoxyadenosine deaminase (DadD) assay.
5′-Deoxyadenosine (CAS 4754-39-6) References
- Hydrogen atom exchange between 5'-deoxyadenosine and hydroxyethylhydrazine during the single turnover inactivation of ethanolamine ammonia-lyase. | Bandarian, V., et al. 1999. Biochemistry. 38: 12403-7. PMID: 10493808
- Electron transfer in the substrate-dependent suicide inactivation of lysine 5,6-aminomutase. | Tang, KH., et al. 2001. Biochemistry. 40: 5190-9. PMID: 11318641
- Interaction of the substrate radical and the 5'-deoxyadenosine-5'-methyl group in vitamin B(12) coenzyme-dependent ethanolamine deaminase. | Warncke, K. and Utada, AS. 2001. J Am Chem Soc. 123: 8564-72. PMID: 11525664
- Radical triplets and suicide inhibition in reactions of 4-thia-D- and 4-thia-L-lysine with lysine 5,6-aminomutase. | Tang, KH., et al. 2009. Biochemistry. 48: 8151-60. PMID: 19634897
- Transition State Analogue Inhibitors of 5'-Deoxyadenosine/5'-Methylthioadenosine Nucleosidase from Mycobacterium tuberculosis. | Namanja-Magliano, HA., et al. 2017. Biochemistry. 56: 5090-5098. PMID: 28836767
- Salvage of the 5-deoxyribose byproduct of radical SAM enzymes. | Beaudoin, GAW., et al. 2018. Nat Commun. 9: 3105. PMID: 30082730
- Characterization of Radical SAM Adenosylhopane Synthase, HpnH, which Catalyzes the 5'-Deoxyadenosyl Radical Addition to Diploptene in the Biosynthesis of C35 Bacteriohopanepolyols. | Sato, S., et al. 2020. Angew Chem Int Ed Engl. 59: 237-241. PMID: 31657500
- A bioactive molecule made by unusual salvage of radical SAM enzyme byproduct 5-deoxyadenosine blurs the boundary of primary and secondary metabolism. | Rapp, J., et al. 2021. J Biol Chem. 296: 100621. PMID: 33811856
- 5-Deoxyadenosine Metabolism: More than 'Waste Disposal'. | Rapp, J. and Forchhammer, K. 2021. Microb Physiol. 31: 248-259. PMID: 34126623
- The B12-independent glycerol dehydratase activating enzyme from Clostridium butyricum cleaves SAM to produce 5'-deoxyadenosine and not 5'-deoxy-5'-(methylthio)adenosine. | Walls, WG., et al. 2022. J Inorg Biochem. 227: 111662. PMID: 34847521
- Mechanistic investigation of B12-independent glycerol dehydratase and its activating enzyme GD-AE. | Li, Y., et al. 2022. Chem Commun (Camb). 58: 2738-2741. PMID: 35118483
- Computational study revealed a 'pull-push' radical transfer mechanism of Mmp10-catalyzed Cδ-methylation of arginine. | Deng, WH. and Liao, RZ. 2022. Chem Commun (Camb). 58: 7144-7147. PMID: 35666280
- 5'-Deoxyadenosine metabolism in various mammalian cell lines. | Plagemann, PG. and Wohlhueter, RM. 1983. Biochem Pharmacol. 32: 1433-40. PMID: 6602613
- Lysine 2,3-aminomutase: is adenosylmethionine a poor man's adenosylcobalamin? | Frey, PA. 1993. FASEB J. 7: 662-70. PMID: 8500691
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5′-Deoxyadenosine, 25 mg | sc-221057 | 25 mg | $265.00 | |||
5′-Deoxyadenosine, 100 mg | sc-221057A | 100 mg | $780.00 |