ß-Ethynylserine
β-Ethynylserine (CAS 64918-85-0) – a non-proteinogenic amino acid featuring a terminal alkyne group. Suitable for click chemistry, metabolic labeling, and antimetabolite research. For laboratory and research use only.
| Catalogue | SC-1811 |
|---|---|
| Formula | C5H7NO3 |
| CAS | 64918-85-0 // 65207-64-9 |
| MW | 129,12 |
| Appearance | tan, sticky solid |
| Purity | > 90% (HPLC-UV λ= 210 nm) |
| Solubility | Soluble in Water |
| Size | 5mg / 25mg |
| Storage | Keep cool and dry. Protect from light and moisture. Store at -20°C. |
β-Ethynylserine (βES), a synthetic serine analog, functions as an antimetabolite and is efficiently incorporated into nascent polypeptide chains during protein synthesis. Its terminal alkyne group enables bioorthogonal conjugation via click chemistry, allowing selective labeling with fluorescent probes or affinity tags for downstream applications such as protein visualization, tracking, or enrichment. βES has been detected as a natural metabolite in certain bacterial and fungal species and is under investigation for its antimicrobial properties. Additionally, it has been shown to act as a potential inhibitor of solute carrier transporters including OATP1B1, OATP1B3, and OCT2. Its moderate affinity for cytochrome P450 (CYP) enzymes suggests a possible modulatory effect on xenobiotic metabolism
DOI: 10.1021/acs.joc.6b02654
DOI: 10.1002/ejoc.201000042