β-Ethynylserine

β-Ethynylserine
Names
IUPAC name
(2S,3R)-2-Amino-3-hydroxypent-4-ynoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C5H7NO3/c1-2-3(7)4(6)5(8)9/h1,3-4,7H,6H2,(H,8,9)/t3-,4+/m1/s1
    Key: RBWXRFBKVDBXEG-DMTCNVIQSA-N
  • C#C[C@H]([C@@H](C(=O)O)N)O
Properties
C5H7NO3
Molar mass 129.115 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

β-Ethynylserine (also known as beta-ethynylserine, 3-ethynylserine, or βES) is a non-proteinogenic amino acid containing a terminal alkyne group. It is produced by the bacteria Streptomyces cattleya. It functions as an antimetabolite of L-threonine and in the laboratory it is used as a bioorthogonal analog of threonine for metabolic labeling of proteins.

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