Molecular structure of 2,8-Dihydroxyadenine, CAS Number: 30377-37-8
2,8-Dihydroxyadenine (CAS 30377-37-8)
Alternate Names:
6-Amino-7,9-dihydro-2H-purine-2,8(3H)-dione
CAS Number:
30377-37-8
Molecular Weight:
167.13
Molecular Formula:
C5H5N5O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
2,8-Dihydroxyadenine is a relatively rare purine derivative. It is an oxidation product of adenine, one of the four nucleobase components of nucleic acids, which forms under specific enzymatic conditions. The modifications significantly alter its chemical properties, particularly its solubility and reactivity. The presence of hydroxyl groups introduces additional polar character to the molecule, which impacts its interactions within biological systems. The formation of 2,8-dihydroxyadenine typically occurs due to the action of xanthine oxidase, an enzyme involved in the catabolism of purines. Under certain conditions, this enzyme can oxidatively modify adenine to produce 2,8-dihydroxyadenine.
2,8-Dihydroxyadenine (CAS 30377-37-8) References
- Radiopaque 2,8-dihydroxyadenine lithiasis. | Yagisawa, T., et al. 1999. Int Urol Nephrol. 31: 141-3. PMID: 10481956
- 2,8-Dihydroxyadenine renal stones in a 41-year-old man. | Wilkinson, H., et al. 2004. Ann Clin Biochem. 41: 160-1. PMID: 15025810
- 2,8-dihydroxyadenine nephrolithiasis induces developmental stage-specific alterations in gene expression in mouse kidney. | Chen, J., et al. 2010. Urology. 75: 914-22. PMID: 20035974
- Rapid measurements of 2,8-dihydroxyadenine (2,8-DHA) with a nanostructured electrochemical sensor in 5-fold diluted supernatants of endothelial cells exposed to oxidative stress. | Kathiwala, M., et al. 2010. Analyst. 135: 296-301. PMID: 20098761
- 2,8-Dihydroxyadenine uroliths in a dog. | Houston, DM., et al. 2012. J Am Vet Med Assoc. 241: 1348-52. PMID: 23113528
- An APRT mutation is strongly associated with and likely causative for 2,8-dihydroxyadenine urolithiasis in dogs. | Furrow, E., et al. 2014. Mol Genet Metab. 111: 399-403. PMID: 24359665
- Recurrent 2,8-dihydroxyadenine nephropathy: a rare but preventable cause of renal allograft failure. | Zaidan, M., et al. 2014. Am J Transplant. 14: 2623-32. PMID: 25307253
- 2,8-Dihydroxyadenine Nephropathy Identified as Cause of End-Stage Renal Disease After Renal Transplant. | George, SA., et al. 2017. Exp Clin Transplant. 15: 574-577. PMID: 27447713
- Adenine phosphoribosyltransferase deficiency and 2, 8-dihydroxyadenine renal stones: A preventable cause of pediatric renal stones and kidney disease. | Parikh, MD., et al. 2019. Saudi J Kidney Dis Transpl. 30: 723-725. PMID: 31249241
- Urinary 2,8-dihydroxyadenine excretion in patients with adenine phosphoribosyltransferase deficiency, carriers and healthy control subjects. | Runolfsdottir, HL., et al. 2019. Mol Genet Metab. 128: 144-150. PMID: 31378568
- Cellular and Molecular Mechanisms of Kidney Injury in 2,8-Dihydroxyadenine Nephropathy. | Klinkhammer, BM., et al. 2020. J Am Soc Nephrol. 31: 799-816. PMID: 32086278
- Are conventional stone analysis techniques reliable for the identification of 2,8-dihydroxyadenine kidney stones? A case series. | Runolfsdottir, HL., et al. 2020. Urolithiasis. 48: 337-344. PMID: 32399606
- [A Case Report of 2,8-Dihydroxyadenine Urolithiasis]. | Miyachi, S., et al. 2021. Hinyokika Kiyo. 67: 419-421. PMID: 34610707
- Sodium benzoate attenuates 2,8-dihydroxyadenine nephropathy by inhibiting monocyte/macrophage TNF-α expression. | Oshima, Y., et al. 2023. Sci Rep. 13: 3331. PMID: 36849798
- Adenine phosphoribosyltransferase-deficient mice develop 2,8-dihydroxyadenine nephrolithiasis. | Engle, SJ., et al. 1996. Proc Natl Acad Sci U S A. 93: 5307-12. PMID: 8643571
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2,8-Dihydroxyadenine, 2.5 mg | sc-498575 | 2.5 mg | $280.00 | |||
2,8-Dihydroxyadenine, 25 mg | sc-498575A | 25 mg | $2602.00 |