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Mimosine information


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
CAS Number
  • 500-44-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:29063 ☒N
ChEMBL
  • ChEMBL251433 checkY
ChemSpider
  • 3728 checkY
DrugBank
  • DB01055 ☒N
ECHA InfoCard 100.007.187 Edit this at Wikidata
PubChem CID
  • 3862
UNII
  • Z46B1LUI5N checkY
CompTox Dashboard (EPA)
  • DTXSID401017244 Edit this at Wikidata
InChI
  • 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
SMILES
  • O=C(O)C(N)CN/1/C=C\C(=O)C(\O)=C\1
Properties
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references

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.

and 28 Related for: Mimosine information

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Mimosine

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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...

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Leucaena leucocephala

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excellent source of high-protein cattle fodder. However, the fodder contains mimosine, a toxic amino acid. Horses and donkeys which are fed it lose their hair...

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Mimosinase

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specifically in linear amides. The systematic name of this enzyme class is mimosine amidohydrolase. Known to occur in all Leucaena and Mimosa. Negi & Borthakur...

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Mimosa pudica

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temperature falls below 13 °C (55 °F). Mimosa pudica contains the toxic alkaloid mimosine, which has been found to also have antiproliferative and apoptotic effects...

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Induced cell cycle arrest

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overexpression of p27Kip1, which results in induced cell cycle arrest in G1 phase. Mimosine is a plant amino acid that has been shown to reversibly inhibit progression...

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Fish

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Djenkolic acid Falcarinol Gossypol Helenalin Ledol Linamarin Lotaustralin Mimosine Oenanthotoxin Oleandrin Persin Protoanemonin Pseudaconitine Retronecine...

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Amino acid

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in many legumes is an antifeedant, protecting the plant from predators. Mimosine found in some legumes, is another possible antifeedant. This compound is...

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Synergistes jonesii

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genus. It is a rumen bacterium that degrades toxic pyridinediols including mimosine. It is obligately anaerobic, gram-negative and rod-shaped. It was discovered...

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Clastogen

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include acridine yellow, benzene, ethylene oxide, arsenic, phosphine, mimosine, actinomycin D, camptothecin, methotrexate, methyl acrylate, resorcinol...

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Ricin

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Djenkolic acid Falcarinol Gossypol Helenalin Ledol Linamarin Lotaustralin Mimosine Oenanthotoxin Oleandrin Persin Protoanemonin Pseudaconitine Retronecine...

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Leucaena

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huaje) are eaten with salt in Mexico. In other species high levels of mimosine may lead to hair loss and infertility in non-ruminants. 24 species are...

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Tetrodotoxin

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Cardiotoxicity

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Aflatoxin

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Clostridium botulinum

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Botulinum toxin

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Poison dart frog

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Lipopolysaccharide

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Neurotoxin

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Muscimol

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Amatoxin

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Tetanus toxin

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Clostridium perfringens

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Hemotoxin

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Exotoxin

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Toxin

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Virulence factor

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Ciguatera fish poisoning

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