4-Fluoro-L-threonine

4-Fluoro-L-threonine

Names
IUPAC name (2S,3S)-2-Amino-4-fluoro-3-hydroxybutanoic acid
Other names 4-Fluorothreonine
Identifiers
CAS Number	102130-93-8
3D model (Jmol)	Interactive image
ChemSpider	113553
PubChem	128057
InChI InChI=1S/C4H8FNO3/c5-1-2(7)3(6)4(8)9/h2-3,7H,1,6H2,(H,8,9)/t2-,3+/m1/s1 Key: GTFWIYJIEXNAOL-GBXIJSLDSA-N InChI=1/C4H8FNO3/c5-1-2(7)3(6)4(8)9/h2-3,7H,1,6H2,(H,8,9)/t2-,3+/m1/s1 Key: GTFWIYJIEXNAOL-GBXIJSLDBB
SMILES C([C@H]([C@@H](C(=O)O)N)O)F
Properties
Chemical formula	C4H8FNO3
Molar mass	137.11 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

4-Fluoro-L-threonine is an antibacterial made by Streptomyces cattleya. It is formed by the fluorothreonine transaldolase catalysed transfer of fluoroacetaldehyde onto threonine.^[1]

References

1. Murphy CD, O'Hagan D, Schaffrath C (2001). "Identification of a PLP-Dependent Threonine Transaldolase: A Novel Enzyme Involved in 4-Fluorothreonine Biosynthesis in Streptomyces cattleya This work was supported by the Biotechnological and Biological Sciences Research Council and the University of St Andrews". Angew. Chem. Int. Ed. Engl. 40 (23): 4479–4481. doi:10.1002/1521-3773(20011203)40:23<4479::AID-ANIE4479>3.0.CO;2-1. PMID 12404452.