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Merck

M0253

Sigma-Aldrich

L-Mimosine from Koa hoale seeds

≥98%

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C8H10N2O4
Numer CAS:
Masa cząsteczkowa:
198.18
Numer WE:
Numer MDL:
Kod UNSPSC:
12352209
Identyfikator substancji w PubChem:
NACRES:
NA.77

Próba

≥98%

ciąg SMILES

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

Klucz InChI

WZNJWVWKTVETCG-YFKPBYRVSA-N

Opis ogólny

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.

Zastosowanie

L-Mimosine from Koa hoale seeds has been used to study its anti-inflammatory effect in chronic inflammatory response (potassium permanganate - induced chronic granuloma).

Działania biochem./fizjol.

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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Piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Acute Tox. 4 Oral

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


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Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Li-Chuan Chung et al.
Molecular nutrition & food research, 55(11), 1666-1676 (2011-09-22)
Prostate-specific antigen (PSA) is a well-known marker for diagnosing and monitoring prostate cancer. Curcumin, a yellow curry pigment, has been reported to enhance androgen receptor (AR) degradation. We examined the effects of curcumin on increasing PSA expression by hypoxia and
Mimosine is a cell-specific antagonist of folate metabolism.
Oppenheim EW
The Journal of Biological Chemistry, 275(25), 19268-19274 (2000)
Yi Fang et al.
American journal of physiology. Renal physiology, 304(10), F1274-F1282 (2013-03-08)
Treatment with L-mimosine, which activates hypoxia-inducible factor-α (HIF-α), attenuates renal tubulointerstitial injury and improves renal function in a rat remnant kidney model. The miR-29 family of microRNAs directly targets a large number of extracellular matrix genes and reduces renal interstitial
Katie L Powell et al.
Scientific reports, 6, 28811-28811 (2016-07-02)
Intrauterine growth restriction (IUGR) is a pathology of pregnancy that results in failure of the fetus to reach its genetically determined growth potential. In developed nations the most common cause of IUGR is impaired placentation resulting from poor trophoblast function
Mimosine, a plant-derived amino acid induces apoptosis in human pancreatic cancer xenografts.
Zalatnai A and Bocsi J.
Anticancer Research, 23(5A), 4007-4009 (2003)

Produkty

We present an article about how proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication.

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