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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
Molecular Weight:
198.18
MDL Number:
MFCD00075909
MOL File:
500-44-7.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:13

L-MIMOSINE Properties

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)
FDA UNII Z46B1LUI5N
EPA Substance Registry System Mimosine (500-44-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  22-36
WGK Germany  3
HS Code  29333990
NFPA 704
0
3 0

L-MIMOSINE price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M0253 L-Mimosine from Koa hoale seeds ≥98% 500-44-7 25mg $33.3 2024-03-01 Buy
Sigma-Aldrich M0253 L-Mimosine from Koa hoale seeds ≥98% 500-44-7 1g $427 2024-03-01 Buy
Cayman Chemical 14337 L-Mimosine ≥98% 500-44-7 25mg $25 2024-03-01 Buy
Cayman Chemical 14337 L-Mimosine ≥98% 500-44-7 50mg $38 2024-03-01 Buy
Sigma-Aldrich M0253 L-Mimosine from Koa hoale seeds ≥98% 500-44-7 100mg $85.4 2024-03-01 Buy
Product number Packaging Price Buy
M0253 25mg $33.3 Buy
M0253 1g $427 Buy
14337 25mg $25 Buy
14337 50mg $38 Buy
M0253 100mg $85.4 Buy

L-MIMOSINE Chemical Properties,Uses,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

Global( 142)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 6709 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24738 58

View Lastest Price from L-MIMOSINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-MIMOSINE pictures 2022-09-23 L-MIMOSINE
500-44-7
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
L-MIMOSINE pictures 2021-08-12 L-MIMOSINE
500-44-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
	L-MIMOSINE pictures 2019-07-06 L-MIMOSINE
500-44-7
US $1.00 / kg 1g 99% 100KG Career Henan Chemical Co
  • L-MIMOSINE pictures
  • L-MIMOSINE
    500-44-7
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • L-MIMOSINE pictures
  • L-MIMOSINE
    500-44-7
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • 	L-MIMOSINE pictures
  • L-MIMOSINE
    500-44-7
  • US $1.00 / kg
  • 99%
  • Career Henan Chemical Co
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