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554720

trans-Retinsäure

Potent modulator of growth and differentiation. Inhibits melanocyte adhesion, motility, and growth.

Synonym(e):

trans-Retinsäure, Tretinoin, ATRA, Vitamin-A-Säure

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Ihnen/SKUVerfügbarkeitPreis
500 mg
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Über diesen Artikel

Empirische Formel (Hill-System):
C20H28O2
CAS-Nummer:
Molekulargewicht:
300.44
UNSPSC Code:
12352106
NACRES:
NA.21
MDL number:
Assay:
≥95% (by assay)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light

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description

Merck USA index - 14, 8165

Quality Segment

assay

≥95% (by assay)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

yellow

solubility

DMSO: 25 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(CCCC1(C)C)C

InChI

1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+

InChI key

SHGAZHPCJJPHSC-YCNIQYBTSA-N

General description

Leistungsstarker Wachstums- und Differenzierungsmodulator. Bindet an nukleäre Retinsäurerezeptoren (RAR), die direkt die Genexpression regulieren. Hemmt Melanozytenadhäsion, -motilität und -wachstum. Weist keratolytische Aktivität auf. Induziert die Differenzierung von Tumorzellen neuralen Ursprungs. Induziert Apoptose in akut promyelozytischen Krebszellen. VOR LUFT SCHÜTZEN.

Application


  • All-trans-retinoic acid modulates glycolysis via H19 and telomerase: the role of mir-let-7a in estrogen receptor-positive breast cancer cells: Diese Studie zeigt, wie all-trans-Retinsäure die Glykolyse in Brustkrebszellen durch die Modulation von H19 und Telomerase beeinflusst, was ihr Potenzial in der Brustkrebstherapie belegt (El Habre et al., 2024).

  • Retinoic acid tiers mitochondrial metabolism to Sertoli Cell-Mediated efferocytosis via a non-RAR-dependent mechanism: Die Studie untersucht die Rolle von Retinsäure bei der Verbindung des mitochondrialen Stoffwechsels mit der Efferozytose in Sertoli-Zellen und liefert Erkenntnisse über ihre nicht-RAR-abhängigen Mechanismen und möglichen Anwendungen in der Reproduktionsbiologie (Wu et al., 2024).

  • Combined treatment of All-trans retinoic acid with Tamoxifen suppresses ovarian cancer: In diesem Artikel werden die synergistischen Effekte der Kombination von all-trans-Retinsäure mit Tamoxifen bei der Hemmung des Ovarialkarzinoms erörtert. Dabei wird eine vielversprechende therapeutische Strategie für Patientinnen mit Ovarialkarzinom hervorgehoben (Xu et al., 2024).

Packaging

Verpackt unter inertem Gas

Preparation Note

Nach der Rekonstitution im Kühlschrank aufbewahren (bei 4 °;C). DMSO-Stammlösungen sind bei 4 °;C bis zu 2 Wochen haltbar.

Other Notes

Tosi, P., et al. 1994. Leuk. Lymphoma14, 503.
Clagett-Dame, M., et al. 1993. Arch. Biochem. Biophys.300, 684.
Labbaye, C., et al. 1993. Blood81, 475.
Sakashita, A., et al. 1993. Blood81, 1009.
Situ, R., et al. 1993. Dermatology186, 38.
Tini, M., et al. 1993. Genes Develop.7, 295.
Leid, M., et al. 1992. Trends Biochem. Sci.17, 427.
Sharpe, C.R. 1991. Neuron7, 239.
Thaller, C. and Eichele, G. 1990. Nature345, 815.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxizität: Gesundheitsschädlich und karzinogen/teratogen (E)

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Dieser Artikel
R2625T1850000647925
Tretinoin European Pharmacopoeia (EP) Reference Standard

T1850000

Tretinoin

assay

≥95% (by assay)

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

form

solid

form

powder

form

solid

form

lyophilized solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

EDQM

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage condition

OK to freeze, protect from light, desiccated (hygroscopic)

storage condition

-

storage condition

-

storage condition

OK to freeze


signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

Lagerklasse

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable



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Questions

1–4 of 4 Questions  
  1. trans-Retinoic acid Q 554720 Millipore storage temperature for the powder is 2-8°C. how about after dissolved in DMSO? still 2-8°C? or change to −20°C? How long does it last after dissolve?

    1 answer
    1. Following reconstitution, retinoic acid may be stored at 2-8°C, -20°C, or -70°C for up to 2 weeks. Note that this material is sensitive to light, heat, and air when in solution. Store stock solutions under argon and protected from light. See the link below to review additional information povided for the SigmaAldrich brand of this compound:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/231/812/r2625pis.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  4. Can I reconstitute this product then aliquot and store at -20C for extended periods of time?

    1 answer
    1. Freezing is acceptable. A stock solution of 0.01 M (3 mg/ml) Retinoic acid in absolute ethanol was stored at -70°C for up to two weeks, according to Ponzoni and Lanciotti in Neurochemistry, volume 54, page 540, 1990.

      Helpful?

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