Mimosine

Mimosine
Structural formula of L-mimosine
Ball-and-stick model of the L-mimosine zwitterion
Names
IUPAC name
(2S)-2-Amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
Other names
leucenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.187 Edit this at Wikidata
UNII
  • InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14) checkY
    Key: WZNJWVWKTVETCG-UHFFFAOYSA-N checkY
  • InChI=1/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)
    Key: WZNJWVWKTVETCG-UHFFFAOYAK
  • O=C(O)C(N)CN/1/C=C\C(=O)C(\O)=C\1
Properties
C8H10N2O4
Molar mass 198.178 g·mol−1
Melting point 291 °C (556 °F; 564 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mimosine or leucenol is a toxic non-protein amino acid chemically similar to tyrosine. It occurs in some Mimosa spp. (including M. pudica) and all members of the closely related genus Leucaena.

This compound, also known as leucenol, was first isolated from the seeds of Leucaena glauca Benth.,[1][2] and was later investigated by Adams and coworkers.[3][2]

  1. ^ Mascré, Marcel (1937). "Le leucaenol, principe défini retiré des graines de Leucaena glauca Benth. (Légumineuses Papilionacées)". Comptes Rendus. 204: 890–891.
  2. ^ a b Henry, Thomas Anderson (1949). "Leucenol". The Plant Alkaloids (4th ed.). The Blakiston Company. pp. 2–3.
  3. ^ Adams, Roger; Cristol, Stanley J.; Anderson, Arthur A.; Albert, Alfred A. (1945). "The Structure of Leucenol. I". J. Am. Chem. Soc. 67: 89–92. doi:10.1021/ja01217a032.