Isoserine

Isoserine
Names
IUPAC name
3-Amino-2-hydroxypropanoic acid
Other names
3-Aminolactic acid
Identifiers
CAS Number
  • 565-71-9
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10793
PubChem CID
  • 11267
UNII
  • U7LTG62FEW checkY
CompTox Dashboard (EPA)
  • DTXSID70870737 Edit this at Wikidata
InChI
  • InChI=1S/C3H7NO3/c4-1-2(5)3(6)7/h2,5H,1,4H2,(H,6,7)
    Key: BMYNFMYTOJXKLE-UHFFFAOYSA-N
  • C(C(C(=O)O)O)N
Properties
Chemical formula
 C3H7NO3
Molar mass 105.093 g·mol−1
Hazards
GHS labelling:
Pictograms
 GHS07: Exclamation mark
Warning
Hazard statements
 H315, H319, H335
Precautionary statements
 P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Isoserine is a non-proteinogenic α-hydroxy-β-amino acid, and an isomer of serine. Non-proteinogenic amino acids do not form proteins, and are not part of the genetic code of any known organism. Isoserine has only been produced synthetically.

The first documented synthesis of isoserine in a laboratory setting was by Miyazawa et al., who published their results in 1976.[1]

See also

References

  1. ^ Ziora, Zyta; Skwarcynski, Mariusz; Kiso, Yoshiaki (2011). "Medicinal Chemistry of α-Hydroxy-β-Amino Acids". In Hughes, Andrew B. (ed.). Amino Acids, Peptides and Proteins in Organic Chemistry, Volume 4: Protection, Reactions, Medicinal Chemistry, Combinatorial Synthesis. Wiley-VCH. Section 6.2.2: Synthesis of α-Hydroxy-β-amino acids. ISBN 978-3-527-63182-7. OCLC 741558720. Retrieved 2017-06-10 – via Google Books.


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