Isoserine

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Isoserine
Isoserine.svg
Names
IUPAC name
3-Amino-2-hydroxypropanoic acid
Other names
3-Aminolactic acid
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • 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
C3H7NO3
Molar mass 105.093 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
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).

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[edit]

References[edit]

  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.