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65207-64-9

65207-64-9 Structure

65207-64-9 Structure
IdentificationBack Directory
[Name]

3-ethynylserine
[CAS]

65207-64-9
[Synonyms]

3-ethynylserine
D-threo-Pent-4-ynonic acid, 2-amino-2,4,5-trideoxy-
[Molecular Formula]

C5H7NO3
[MOL File]

65207-64-9.mol
[Molecular Weight]

129.11
Hazard InformationBack Directory
[Uses]

L-β-ethynylserine (βES) is a threonine analog. L-β-ethynylserine is efficiently incorporated into newly synthesized proteins, and allows their selective visualization or enrichment through bioorthogonal ligation to fluorescent dyes or affinity tags, respectively.
[Definition]

ChEBI: L-beta-ethynylserine is a non-proteinogenic L-alpha-amino acid that is L-propargylglycine which is carrying a hydroxy group at the 3R position. It has a role as an antimetabolite, an antibacterial agent, a bacterial metabolite and a fungal metabolite. It is a terminal acetylenic compound and a non-proteinogenic L-alpha-amino acid. It is functionally related to a L-propargylglycine. It is a tautomer of a L-beta-ethynylserine zwitterion.
[References]

[1] Ignacio BJ, Dijkstra J, Mora N, et al. THRONCAT: metabolic labeling of newly synthesized proteins using a bioorthogonal threonine analog. Nat Commun. 2023;14(1):3367. DOI:10.1038/s41467-023-39063-7
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