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A8843

Sigma-Aldrich

AM580

≥98% (HPLC)

Sinonimo/i:

4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid

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About This Item

Formula empirica (notazione di Hill):
C22H25NO3
Numero CAS:
102121-60-8
Peso molecolare:
351.44
Numero MDL:
MFCD00673916
Codice UNSPSC:
12352200
ID PubChem:
24891374
NACRES:
NA.77

Livello qualitativo

200

Saggio

≥98% (HPLC)

Forma fisica

solid

Temperatura di conservazione

−20°C

Stringa SMILE

CC1(C)CCC(C)(C)c2cc(ccc12)C(=O)Nc3ccc(cc3)C(O)=O

InChI

1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
SZWKGOZKRMMLAJ-UHFFFAOYSA-N

Informazioni sul gene

human ... RARA(5914) , RARB(5915)

Descrizione generale

AM580 is a retinobenzoic derivative and a RAR-α (retinoic acid receptor-α) agonist. It stimulates the maturation of granulocytes in NB4 promyelocytic leukemia cell line and APL (acute promyelocytic leukemia) blasts. AM580 suppresses endometrial cancer cell proliferation.

Applicazioni

Retinoid derivative used for gene expression studies of leukemia-retinoic acid receptor (PHL-RAR) cell line differentiation.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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RepSox ≥98% (HPLC)

Sigma-Aldrich

R0158

RepSox

13-cis-Retinoic acid ≥98% (HPLC)

Sigma-Aldrich

R3255

13-cis-Retinoic acid

9-cis-Retinoic acid ≥98% (HPLC)

Sigma-Aldrich

R4643

9-cis-Retinoic acid

2-Phospho-L-ascorbic acid trisodium salt ≥95.0% (HPLC)

Sigma-Aldrich

49752

2-Phospho-L-ascorbic acid trisodium salt

5-bromo-2′-deossiuridina ≥99% (HPLC)

Sigma-Aldrich

B5002

5-bromo-2′-deossiuridina

Retinolo synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)

Sigma-Aldrich

R7632

Retinolo

Marie Virtanen et al.
Experimental dermatology, 19(7), 674-681 (2010-05-12)
Disorders of keratinization are often treated with vitamin A derivatives (retinoids) which affect keratinocyte differentiation, including keratin (KRT) gene expression. In vivo, suprabasal keratinocytes normally express only keratin (K) 1, K2 and K10, but after topical application of all-trans retinoic
Synthesis and pharmacological characterization of Disila-AM80 (Disila-tamibarotene) and Disila-AM580, silicon analogues of the RARalpha-selective retinoid agonists AM80 (Tamibarotene) and AM580.
Reinhold Tacke et al.
ChemMedChem, 4(11), 1797-1802 (2009-10-01)
Yasmeen G Ghnewa et al.
Clinical immunology (Orlando, Fla.), 183, 91-98 (2017-08-07)
Invariant natural killer T (iNKT) cells are cytotoxic T cells that respond to glycolipid antigens presented by CD1d. Therapeutic activation of iNKT cells with α-galactosylceramide (α-GalCer) can prevent and reverse tumor growth in mice and clinical trials involving α-GalCer-stimulated iNKT
You-Hong Cheng et al.
Journal of molecular endocrinology, 46(2), 139-153 (2011-02-12)
Previous studies have indicated that retinoic acid (RA) may be therapeutic for endometrial cancer. However, the downstream target genes and pathways triggered by ligand-activated RA receptor α (RARα) in endometrial cancer cells are largely unknown. In this study, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide
Vitamin A in Health and Disease (2007)
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Articoli

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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