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
554720
trans-Retinoic Acid
Potent modulator of growth and differentiation. Inhibits melanocyte adhesion, motility, and growth.
Synonym(s):
trans-Retinoic Acid, Tretinoin, ATRA, Vitamin A Acid
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About This Item
Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
Molecular Weight:
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
Pricing and availability is not currently available.
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
Potent modulator of growth and differentiation. Exerts its effects by binding to nuclear retinoic acid receptors (RARs) which directly regulate gene expression. Inhibits melanocyte adhesion, motility, and growth. Has keratolytic activity. Induces differentiation of tumor cells of neural origin. Induces apoptosis in acute promyelocytic carcinoma cells. PROTECT FROM AIR.
Application
- All-trans-retinoic acid modulates glycolysis via H19 and telomerase: the role of mir-let-7a in estrogen receptor-positive breast cancer cells.: This research reveals how all-trans-retinoic acid influences glycolysis in breast cancer cells by modulating H19 and telomerase, demonstrating its potential in breast cancer therapy (El Habre et al., 2024).
- Retinoic acid tiers mitochondrial metabolism to Sertoli Cell-Mediated efferocytosis via a non-RAR-dependent mechanism.: The study explores the role of retinoic acid in linking mitochondrial metabolism to efferocytosis in Sertoli cells, providing insights into its non-RAR-dependent mechanisms and potential applications in reproductive biology (Wu et al., 2024).
- Combined treatment of All-trans retinoic acid with Tamoxifen suppresses ovarian cancer.: This article discusses the synergistic effects of combining all-trans-retinoic acid with tamoxifen in suppressing ovarian cancer, highlighting a promising therapeutic strategy for ovarian cancer patients (Xu et al., 2024).
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, store in the refrigerator (4°C). DMSO stock solutions are stable for up to 2 weeks at 4°C.
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.
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
Toxicity: Harmful & Carcinogenic / Teratogenic (E)
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This Item | |||
|---|---|---|---|
| description Potent modulator of growth and differentiation. Inhibits melanocyte adhesion, motility, and growth. | description Pharmaceutical Secondary Standard; Certified Reference Material | description European Pharmacopoeia (EP) Reference Standard | description United States Pharmacopeia (USP) Reference Standard |
| assay ≥95% (by assay) | assay - | assay - | assay - |
| form solid | form solid | form solid | form - |
| Quality Level 100 | Quality Level 300 | Quality Level - | Quality Level - |
| manufacturer/tradename Calbiochem® | manufacturer/tradename - | manufacturer/tradename EDQM | manufacturer/tradename USP |
| storage temp. 2-8°C | storage temp. -10 to -25°C | storage temp. 2-8°C | storage temp. - |
| solubility DMSO: 25 mg/mL | solubility - | solubility - | solubility - |
Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2
Storage Class
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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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?
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How can I determine the shelf life / expiration / retest date of this product?
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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.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
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
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Can I reconstitute this product then aliquot and store at -20C for extended periods of time?
1 answer-
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.
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