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L-Mimosine from Koa hoale seeds_Molecular_structure_CAS_500-44-7)
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L-Mimosine from Koa hoale seeds

Catalog No. M0253 Name Sigma Aldrich
CAS Number 500-44-7 Website http://www.sigmaaldrich.com
M. F. C8H10N2O4 Telephone 1-800-521-8956
M. W. 198.176 Fax
Purity ≥98% Email
Storage Chembase ID: 926


IUPAC name
(2S)-2-amino-3-(3-hydroxy-4-oxo-1,4-dihydropyridin-1-yl)propanoic acid
IUPAC Traditional name
(S)-α-Amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid


MDL Number MFCD00075909
CAS Number 500-44-7
EC Number 207-905-1
PubChem SID 24896541


Purity ≥98%
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302-H312-H332
European Hazard Symbols Harmful Harmful (Xn)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P280
Risk Statements 20/21/22
Safety Statements 22-36
German water hazard class 3


Description (English)
Biochem/physiol Actions
L-Mimosine is a plant amino acid and potential inhibitor of the cell cycle giving rise to growth arrest in G1-phase. An iron chelator that inhibits DNA replication in mammalian cells. Has been shown to have apoptotic activity in xenotransplanted human pancreatic cancer. L-Mimosine is also used as a hypoxia-mimetic agent to stabilize Hypoxia Inducible Factor 1 (HIF-1). L-Mimosine stabilizes HIF-1 through the inhibition of Prolyl Hydroxylases (PHDs) which target HIF-1 through degradation. The mechanism of inhibition is likely through the chelation of Fe2+ bound to the active site of PHD which is required for enzymatic activity.