L-MIMOSINE

ChemicalBook > CAS DataBase List > L-MIMOSINE

Product Name: L-MIMOSINE
CAS No.: 500-44-7
Chemical Name: L-MIMOSINE
Synonyms: MIMOSINE;LEUCENOL;leucenine;NSC 69188;L-MIMOSINE;L-LEUCININE;Mimosine 99%;Mimosine,99%;L(-)-MIMOSINE;MimosineLeucenol
CBNumber: CB1234466
Molecular Formula: C8H10N2O4
Formula Weight: 198.18
MOL File: 500-44-7.mol

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L-MIMOSINE Property

Melting point:: 224-228 °C
Boiling point:: 335.48°C (rough estimate)
Density: 1.3764 (rough estimate)
refractive index: 1.6180 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Water (Slightly, Heated, Sonicated)
form: Pink to brown powder.
pka: 2.06±0.10(Predicted)
color: White to Off-White
Merck: 13,6221
InChIKey: WZNJWVWKTVETCG-YFKPBYRVSA-N
LogP: -1.080 (est)
CAS DataBase Reference: 500-44-7(CAS DataBase Reference)
EPA Substance Registry System: Mimosine (500-44-7)

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22
Safety Statements: 22-36
WGK Germany: 3
HS Code: 29333990
Hazardous Substances Data: 500-44-7(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M0253
Product name: L-Mimosine from Koa hoale seeds
Purity: ≥98%
Packaging: 25mg
Price: $33.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: M0253
Product name: L-Mimosine from Koa hoale seeds
Purity: ≥98%
Packaging: 1g
Price: $427
Updated: 2024/03/01

Cayman Chemical

Product number: 14337
Product name: L-Mimosine
Purity: ≥98%
Packaging: 25mg
Price: $25
Updated: 2024/03/01

Cayman Chemical

Product number: 14337
Product name: L-Mimosine
Purity: ≥98%
Packaging: 50mg
Price: $38
Updated: 2024/03/01

Sigma-Aldrich

Product number: M0253
Product name: L-Mimosine from Koa hoale seeds
Purity: ≥98%
Packaging: 100mg
Price: $85.4
Updated: 2024/03/01

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L-MIMOSINE Chemical Properties,Usage,Production

Description

This alkaloid was isolated by Renz from Mimosia pudica L. and also from Leucaena glauca Benth. It is laevorotatory with [α]²²_D - 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.

Chemical Properties

light tan to pink crystalline powder

Uses

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.

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.

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.

References

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)

L-MIMOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from L-MIMOSINE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: L-MIMOSINE 500-44-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-22

Zhuozhou Wenxi import and Export Co., Ltd

Product: L-MIMOSINE 500-44-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: L-MIMOSINE 500-44-7
Price: US $1.00/kg
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

500-44-7, L-MIMOSINERelated Search:

VERRUCULOGEN REVEROMYCIN A Tangeretin MALVIDIN CHLORIDE TRYPROSTATIN A L-MIMOSINE 2,3-Diaminopropionic acid (2S)-2-Amino-3-dimethylaminopropanoic acid L-2,3-Diaminopropionic acid 3-(N-Methylamino)-L-alanine 4-HYDROXYPYRIDINE Oxamic acid L-Mimosine (leucenol),L-Mimosine (leucenol) azaleucine DL-MIMOSINE,DL-MIMOSINE BOC-L-MIMOSINE,BOC-L-MIMOSINE MIMOSA EXTRACT/ MIMOSINE,MIMOSA EXTRACT/ MIMOSINE FMOC-L-MIMOSINE,FMOC-L-MIMOSINE

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)

L-Mimosine, 98%, from Koa hoale seeds

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

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