Molecular structure of 3-epi-25-Hydroxyvitamin D3, CAS Number: 73809-05-9
3-epi-25-Hydroxyvitamin D3 (CAS 73809-05-9)
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CAS Number:
73809-05-9
Molecular Weight:
400.64
Molecular Formula:
C27H44O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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3-epi-25-Hydroxyvitamin D3 is a stereoisomer of the more known 25-Hydroxyvitamin D3, a metabolite of vitamin D essential for calcium homeostasis and bone health. This isomer is of particular interest in bioanalytical research where it is important to differentiate and quantify both forms due to their different biological activities. In studies of vitamin D metabolism, 3-epi-25-Hydroxyvitamin D3 is used to examine the role of epimerization in vitamin D function and the enzymatic pathways that lead to its formation. Researchers also use this compound to understand its interaction with the vitamin D binding protein and its potential biological significance. Additionally, the compound is utilized in investigations on the regulation of vitamin D receptor activation, which may differ from that of its non-epimerized counterpart.
3-epi-25-Hydroxyvitamin D3 (CAS 73809-05-9) References
- C-3 epimerization of vitamin D3 metabolites and further metabolism of C-3 epimers: 25-hydroxyvitamin D3 is metabolized to 3-epi-25-hydroxyvitamin D3 and subsequently metabolized through C-1alpha or C-24 hydroxylation. | Kamao, M., et al. 2004. J Biol Chem. 279: 15897-907. PMID: 14757768
- A specific LC/ESI-MS/MS method for determination of 25-hydroxyvitamin D3 in neonatal dried blood spots containing a potential interfering metabolite, 3-epi-25-hydroxyvitamin D3. | Higashi, T., et al. 2011. J Sep Sci. 34: 725-32. PMID: 21328697
- Isotope dilution ultra performance liquid chromatography-tandem mass spectrometry method for simultaneous measurement of 25-hydroxyvitamin D2, 25-hydroxyvitamin D3 and 3-epi-25-hydroxyvitamin D3 in human serum. | Schleicher, RL., et al. 2011. Clin Chim Acta. 412: 1594-9. PMID: 21601563
- Fast separation of 25-hydroxyvitamin D3 from 3-epi-25-hydroxyvitamin D3 in human serum by liquid chromatography-tandem mass spectrometry: variable prevalence of 3-epi-25-hydroxyvitamin D3 in infants, children, and adults. | van den Ouweland, JM., et al. 2011. Clin Chem. 57: 1618-9. PMID: 21914787
- Enhanced 3-epi-25-hydroxyvitamin D3 signal leads to overestimation of its concentration and amplifies interference in 25-hydroxyvitamin D LC-MS/MS assays. | Flynn, N., et al. 2014. Ann Clin Biochem. 51: 352-9. PMID: 24000372
- Evaluation of 3-epi-25-hydroxyvitamin D3 cross-reactivity in the Roche Elecsys Vitamin D Total protein binding assay. | van den Ouweland, JM., et al. 2014. Clin Chem Lab Med. 52: 373-80. PMID: 24108209
- Overestimation of 25-hydroxyvitamin D3 by increased ionisation efficiency of 3-epi-25-hydroxyvitamin D3 in LC-MS/MS methods not separating both metabolites as determined by an LC-MS/MS method for separate quantification of 25-hydroxyvitamin D3, 3-epi-25-hydroxyvitamin D3 and 25-hydroxyvitamin D2 in human serum. | van den Ouweland, JM., et al. 2014. J Chromatogr B Analyt Technol Biomed Life Sci. 967: 195-202. PMID: 25125396
- Time-course analysis of 3-epi-25-hydroxyvitamin D3 shows markedly elevated levels in early life, particularly from vitamin D supplementation in preterm infants. | Ooms, N., et al. 2016. Pediatr Res. 79: 647-53. PMID: 26709675
- Enhancing analysis throughput, sensitivity and specificity in LC/ESI-MS/MS assay of plasma 25-hydroxyvitamin D3 by derivatization with triplex 4-(4-dimethylaminophenyl)-1,2,4-triazoline-3,5-dione (DAPTAD) isotopologues. | Ogawa, S., et al. 2017. J Pharm Biomed Anal. 136: 126-133. PMID: 28081498
- Investigation of the C-3-epi-25(OH)D3 of 25-hydroxyvitamin D3 in urban schoolchildren. | Berger, SE., et al. 2018. Appl Physiol Nutr Metab. 43: 259-265. PMID: 29053944
- Catalytic properties of 25-hydroxyvitamin D3 3-epimerase in rat and human liver microsomes. | Tuckey, RC., et al. 2019. Arch Biochem Biophys. 666: 16-21. PMID: 30926433
- 3-Epi-25-hydroxyvitamin D3 is a poor substrate for SULT2A1: Analysis of its 3-sulfate in cord plasma and recombinant human SULT2A1 incubate. | Yoshimura, Y., et al. 2020. Steroids. 162: 108695. PMID: 32649998
- Measurement of plasma 25-hydroxyvitamin D2, 25-hydroxyvitamin D3 and 3-epi-25-hydroxyvitamin D3 in population of patients with cardiovascular disease by UPLC-MS/MS method. | Abouzid, M., et al. 2020. J Chromatogr B Analyt Technol Biomed Life Sci. 1159: 122350. PMID: 32890769
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3-epi-25-Hydroxyvitamin D3, 1 mg | sc-299019 | 1 mg | $970.00 |