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L-Mimosine from Koa hoale seeds

SIGMA/M0253 - ≥98%

Synonym: (S)-α-Amino-β-[1-(3-hydroxy-4-oxopyridine)]propionic acid; Leucenol

CAS Number: 500-44-7
Empirical Formula (Hill Notation): C8H10N2O4
Molecular Weight: 198.18
EC Number: 207-905-1
MDL Number: MFCD00075909
Linear Formula: C8H10N2O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M0253-25MG 25 mg
 $34.30
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45-M0253-100MG 100 mg
 $88.00
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45-M0253-500MG 500 mg
 $223.00
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45-M0253-1G 1 g
 $462.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M0253-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M0253-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M0253-500MG

 

assay ≥98%
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)/t5-/m0/s1
InChI key WZNJWVWKTVETCG-YFKPBYRVSA-N
Quality Level 200 
SMILES string N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O
Application: L-Mimosine from Koa hoale seeds has been used to study its anti-inflammatory effect in chronic inflammatory response (potassium permanganate - induced chronic granuloma).
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. It is an iron chelator that inhibits DNA replication in mammalian cells. L-Mimosine has been shown to promote apoptosis in xenotransplanted human pancreatic cancer. L-Mimosine stabilizes hypoxia inducible factor 1 (HIF-1) and stimulates the expression of B-cell translocation gene 2 (Btg2) and N-myc downstream regulated gene 1 (Ndrg1) at the transcriptional level, which reduce cell proliferation of prostate carcinoma cells in vitro. 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. Mimosine inhibits cell cycle progression via iron chelation in MDA-MB-453 human breast cancer cells. Mimosine, hinder folate metabolism in cell-specific manner.
General description: 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.
Packaging: 1 g in glass bottle
Packaging: 100, 500 mg in glass bottle
Packaging: 25 mg in poly bottle
Purity ≥98%
UNSPSC 12352209

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