R2625
Retinoic acid
≥98% (HPLC), powder
Synonym(s):
ATRA, Tretinoin, Vitamin A acid, all-trans-Retinoic acid
About This Item
Recommended Products
biological source
synthetic (organic)
Quality Level
assay
≥98% (HPLC)
form
powder
technique(s)
cell culture | mammalian: suitable
color
yellow
mp
180-181 °C (lit.)
solubility
chloroform: 50 mg/mL
storage temp.
−20°C
SMILES string
CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1
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
Gene Information
human ... RARA(5914) , RARB(5915) , RARG(5916) , RXRA(6256) , RXRB(6257) , RXRG(6258)
mouse ... Rara(19401) , Rarb(218772) , Rarg(19411) , Rxrb(20182)
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General description
Furthermore, RA and other retinoids can also inhibit cellular proliferation and stimulate tyrosinase activity in a human melanoma cell line, while also inhibiting cell-substrate adhesion and motility in melanocytes. ATRA plays a vital role in the formation of the mammalian vascular system. Specifically, it regulates endothelial cell proliferation and vascular remodeling throughout tissue angiogenesis.
Application
- Retinoic acid (RA) has been used for the differentiation of embryonic stem cells into motor neurons.
- It has been used for the differentiation of Xenopus ectoderm into pancreas.
- It has also been used to study epigenetic regulation by RARα (retinoic acid receptor α).
- It has been used to study RA signaling of prospermatogonia transition into spermatogonia.
Biochem/physiol Actions
Features and Benefits
signalword
Danger
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_germany
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Articles
Derivation and characterization of functional human neural stem cell derived oligodendrocyte progenitor cells (OPCs) that efficiently myelinate primary neurons in culture.
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.
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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