(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure

L-MIMOSINE Struktur
500-44-7
CAS-Nr.
500-44-7
Bezeichnung:
(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure
Englisch Name:
L-MIMOSINE
Synonyma:
MIMOSINE;LEUCENOL;leucenine;NSC 69188;L-MIMOSINE;L-LEUCININE;Mimosine 99%;Mimosine,99%;L(-)-MIMOSINE;MimosineLeucenol
CBNumber:
CB1234466
Summenformel:
C8H10N2O4
Molgewicht:
198.18
MOL-Datei:
500-44-7.mol

(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure Eigenschaften

Schmelzpunkt:
224-228 °C
Siedepunkt:
335.48°C (rough estimate)
Dichte
1.3764 (rough estimate)
Brechungsindex
1.6180 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
Water (Slightly, Heated, Sonicated)
Aggregatzustand
Pink to brown powder.
pka
2.06±0.10(Predicted)
Farbe
White to Off-White
Merck 
13,6221
InChIKey
WZNJWVWKTVETCG-YFKPBYRVSA-N
LogP
-1.080 (est)
CAS Datenbank
500-44-7(CAS DataBase Reference)
EPA chemische Informationen
Mimosine (500-44-7)

Sicherheit

Kennzeichnung gefährlicher Xn
R-Sätze: 20/21/22
S-Sätze: 22-36
WGK Germany  3
HS Code  29333990
Giftige Stoffe Daten 500-44-7(Hazardous Substances Data)

(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

This alkaloid was isolated by Renz from Mimosia pudica L. and also from Leucaena glauca Benth. It is laevorotatory with [α]22D - 21 ° (H20) and yields a blue, crystalline copper salt. On heating the chloride under pressure, a sublimate is formed which has been shown, by comparison with a synthetic specimen, to be N-methyl-3-hydroxypyrid-4-one, m.p. 224°C. The alkaloid is toxic and in horses produces loss of hair when administered in large doses.

Chemische Eigenschaften

light tan to pink crystalline powder

Verwenden

L-Mimosine from Koa hoale seeds has been used to study its anti-inflammatory effect in chronic inflammatory response (potassium permanganate - induced chronic granuloma).

Definition

ChEBI: An L-alpha-amino acid that is propionic acid substituted by an amino group at position 2 and a 3-hydroxy-4-oxopyridin-1(4H)-yl group at position 3 (the 2S-stereoisomer). It a non-protein plant amino acid isolated from Mimosa pudica.

Allgemeine Beschreibung

L-mimosine [β-N (3-hydroxy-4-pyridone)-α-amino propionic acid] is a non-protein amino acid and is a vital component of tropical legumes, such as Leucaena glauca and other legumes belonging to Mimosa spp. Structurally L-mimosine resembles dihydroxyphenylalanine except 3,4-dihydroxy-phenyl ring replaced by 3-hydroxy-4-pyridone ring.

Einzelnachweise

Renz., Zeit. physiol. Chem., 244, 153 (1936)
Nienburg, Taubock., ibid, 250,80 (1937)
Kostermanns., Rec. trav. Chim. Pays-Bas, 65, 319 (1946)
Kostermann., ibid, 66,93 (1947)

(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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500-44-7((S)-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionsure)Verwandte Suche:


  • L-LEUCININE
  • L(-)-MIMOSINE
  • L-MIMOSINE
  • BETA-[N-(3-HYDROXY-4-PYRIDONE)]-ALPHA-AMINOPROPIONIC ACID
  • LEUCENOL
  • ALPHA-AMINO-BETA-[N-(3-HYDROXY-4-PYRIDONE)]-PROPIONIC ACID
  • MIMOSINE
  • (S)-ALPHA-AMINO-BETA-(1-[3-HYDROXY-4-OXOPYRIDINE])PROPIONIC ACID
  • (s)-1(4h)-pyridinepropanoicaci
  • -2-Amino-3-(3-hydroxy-4-oxopyridin-1(4H)
  • leucenine
  • (S)-alpha-amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionic acid
  • MIMOSINE, 98% (LEUCENOL, OPTICALLY ACTIV E)
  • L-MIMOSINE FROM KOA HOALE SEEDS
  • MIMOSINE extrapure for biochemistry
  • L-Mimosine from Koa hoale seeds, Leucenol, optically active, Leucenol, α-Amino-β-(N-[3-hydroxy-4-pyridone])propionic acid:
  • Leucenol, (S)-α-Amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid
  • Mimosine 99%
  • [αR,(+)]-α-Amino-3-hydroxy-4-oxo-1(4H)-pyridinepropionic acid
  • Mimosine,99%
  • MimosineLeucenol
  • L(-)-Mimosine[β-[N-(3-Hydroxy-4-pyridone)]-α-aminopropionic Acid]
  • (s)-α-amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid
  • L-Mimosine from Koa hoale seeds,(S)-α-Amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid, Leucenol
  • (S)-2-aMino-3-(3-hydroxy-4-oxopyridin-1(4H)-yl)propanoic acid
  • NSC 69188
  • Leucenol, optically active
  • α-Amino-β-(N-[3-hydroxy-4-pyridone])propionic acid
  • L-Mimosine, 98%, from Koa hoale seeds
  • 1(4H)-Pyridinepropanoicacid, a-amino-3-hydroxy-4-oxo-, (aS)-
  • 1(4H)-Pyridinepropanoic acid, α-amino-3-hydroxy-4-oxo-, (αS)-
  • Mimosine extrapure
  • 500-44-7
  • Cell Cycle Regulators
  • Cell Cycle
  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • Apoptosis and Cell Cycle
  • Inhibitors
  • Alkaloids
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