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M0253

L-Mimosine from Koa hoale seeds

≥98%

Synonym(s):

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

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25 mg

Available to ship TODAYfromMILWAUKEE

$38.10
100 mg

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$94.40
500 mg

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$239.00
1 g

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$495.00
$420.75

About This Item

Empirical Formula (Hill Notation):
C8H10N2O4
CAS Number:
500-44-7
Molecular Weight:
198.18
NACRES:
NA.77
PubChem Substance ID:
24896541
UNSPSC Code:
12352209
EC Number:
207-905-1
MDL number:
MFCD00075909

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Quality Segment

assay

≥98%

SMILES string

N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O

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

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.

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.

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This Item
400087400086H6411
L-Mimosine from Koa hoale seeds ≥98%

Sigma-Aldrich

M0253

L-Mimosine from Koa hoale seeds

HIF-2α Translation Inhibitor The HIF-2α Translation Inhibitor, also referenced under CAS 882268-69-1, controls the biological activity of HIF-2α. This small molecule/inhibitor is primarily used for Cell Structure applications.

Sigma-Aldrich

400087

HIF-2α Translation Inhibitor

HIF Inhibitor VI The HIF-1 Inhibitor, NSC-134754 controls the biological activity of HIF-1. This small molecule/inhibitor is primarily used for Cell Structure applications.

Sigma-Aldrich

400086

HIF Inhibitor VI

Monoclonal Anti-HIF-1α antibody produced in mouse ~1 mg/mL, clone OZ12, purified immunoglobulin, buffered aqueous solution

Sigma-Aldrich

H6411

Monoclonal Anti-HIF-1α antibody produced in mouse

description

≥98%

description

The HIF-2α Translation Inhibitor, also referenced under CAS 882268-69-1, controls the biological activity of HIF-2α. This small molecule/inhibitor is primarily used for Cell Structure applications.

description

The HIF-1 Inhibitor, NSC-134754 controls the biological activity of HIF-1. This small molecule/inhibitor is primarily used for Cell Structure applications.

description

~1 mg/mL, clone OZ12, purified immunoglobulin, buffered aqueous solution

assay

≥98%

assay

≥95% (sum of two isomers)

assay

≥90% (HPLC)

assay

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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Questions

  1. Dear Sigma, We would like to know what solvent can be used to dissolve M0253 L-Mimosine into solution? What working concentrations are recommended to use in vivo and in cells respectively? What maximal concentrations have been used without toxicity ?

    1 answer

    1. This product can be solubilized at 50 mg/ml of 1M ammonium hydroxide. This product can also be
      solubilized in water at 2mg/ml forming a clear to slightly hazy colorless solution. Solubility may be increased to at least 10mg/ml by solubilizing in either dilute acid or base. It is probably preferable to prepare a slightly acidic solution since this would maintain the amine group as a quaternary amine, which is less prone to oxidation. These solutions may be stored short term in the refrigerator or long term as frozen aliquots. Specifics around in vivo and/or in vitro applications have not been determined for this product. Consult the scientific literature for further information around the use of this product in these applications. You can find "Peer Reviewed Papers" near the bottom of this product's webpage for help in your search for more information.

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