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CAS RN: 383418-30-2 | Product Number: H1553
HPA-12
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Purity: >98.0%(HPLC)
Synonyms:
- N-[(1R,3S)-3-Hydroxy-1-(hydroxymethyl)-3-phenylpropyl]dodecanamide
- N-[(2R,4S)-1,4-Dihydroxy-4-phenylbutan-2-yl]dodecanamide
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 5MG |
€259.00
|
1 | 1 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | H1553 |
| Purity / Analysis Method | >98.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__2__2H__3__7NO__3 = 363.54 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Refrigerated (0-10°C) |
| Condition to Avoid | Heat Sensitive |
| CAS RN | 383418-30-2 |
| Reaxys Registry Number | 9011453 |
| PubChem Substance ID | 354333350 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Elemental analysis(Nitrogen) | 3.60 to 4.10 % |
| NMR | confirm to structure |
Properties (reference)
| Specific Rotation | -38.9° (C=0.36,CHCl3) |
GHS
Related Laws:
Transport Information:
| HS Number | 2924297099 |
Application
HPA-12: An Important Ceramide-Trafficking Inhibitor
HPA-12 is a ceramide (Cer) -trafficking inhibitor that was first discovered and synthesized by Hanada and Kobayashi et al.1-3) Ceramide is synthesized in the endoplasmic reticulum (ER) and is transported to the Golgi apparatus, where it is converted to sphingomyelin, by means of the ceramide transport protein (CERT). HPA-12 inhibits the CERT,6) and has been used as a CERT inhibitor in various biological science studies.7-12) For example, HPA-12 possesses antiviral and antibacterial properties against the growth of hepatitis C virus (HCV) and the obligate intracellular bacteria Chlamydiae in cultured human cells.7,10,11) In addition, the CERT inhibition results in resensitization of cancer cells to chemotherapeutic agents such as paclitaxel [ P1632].8) Meanwhile, a point mutation of CERT gene, which dysregulates the function of CERT,14) causes a mental retardation disorder with autosomal dominant inheritance.13) Therefore, inhibition of CERT may represent medical strategies, such as anti-infective and anticancer chemotherapy. (The product is for research purpose only.)
References
- 1)A novel inhibitor of ceramide trafficking from the endoplasmic reticulum to the site of sphingomyelin synthesis
- 2)Revised Stereochemistry of Ceramide-Trafficking Inhibitor HPA-12 by X-ray Crystallography Analysis
- 3)Identification of Novel CERT Ligands as Potential Ceramide Trafficking Inhibitors
- 4)Molecular machinery for non-vesicular trafficking of ceramide
- 5)Co-evolution of sphingomyelin and the ceramide transport protein CERT (a review)
- 6)CERT mediates intermembrane transfer of various molecular species of ceramides
- 7)Host sphingolipid biosynthesis as a target for hepatitis C virus therapy
- 8)Regulators of mitotic arrest and ceramide metabolism are determinants of sensitivity to paclitaxel and other chemotherapeutic drugs
- 9)Decreased ceramide transport protein (CERT) function alters sphingomyelin production following UVB irradiation
- 10)Critical role of virion-associated cholesterol and sphingolipid in hepatitis C virus infection
- 11)Chlamydia trachomatis co-opts GBF1 and CERT to acquire host sphingomyelin for distinct roles during intracellular development
- 12)Trafficking of Acetyl-C16-Ceramide-NBD with Long-Term Stability and No Cytotoxicity into the Golgi Complex
- 13)Large-scale discovery of novel genetic causes of developmental disorders
- 14)Interorganelle trafficking of ceramide is regulated by phosphorylation-dependent cooperativity between the PH and START domains of CERT
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