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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]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.

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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L-MIMOSINE Suppliers

Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
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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:


  • 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