alpha-L-RhamnoseCAS# 3615-41-6 |
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Chemical structure
3D structure
| Cas No. | 3615-41-6 | SDF | Download SDF |
| PubChem ID | 19233 | Appearance | Powder |
| Formula | C6H12O5 | M.Wt | 164.16 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal | ||
| SMILES | CC(C(C(C(C=O)O)O)O)O | ||
| Standard InChIKey | PNNNRSAQSRJVSB-BXKVDMCESA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Addition of the Rhamnose-rich polysaccharide, RROP-1, to normal human dermal fibroblasts (NHDFs) and human endothelial cells produced a dose-dependent stimulation of the calcium-signaling pathway, inducing fast and transient increases in Ca2 influx and intracellular free Ca2 level. |
| Targets | Calcium Channel |
| In vitro | The alpha-L-Rhamnose recognizing lectin site of human dermal fibroblasts functions as a signal transducer: modulation of Ca2+ fluxes and gene expression.[Pubmed: 18708125]Biochim Biophys Acta. 2008 Dec;1780(12):1388-94.An alpha-L-Rhamnose specific lectin site was described on human skin keratinocytes and fibrobasts. The addition of Rhamnose-rich oligo- and polysaccharides (RROPs) to fibroblasts has been shown to stimulate cell proliferation and increase extracellular matrix biosynthesis, suggesting that this lectin site functions as a "true" receptor transmitting messages to the cell interior. |
| Structure Identification | Bioorg Med Chem. 2013 Nov 1;21(21):6778-87.Synthesis and enzymatic evaluation of phosphoramidon and its β anomer: Anomerization of α-l-rhamnose triacetate upon phosphitylation.[Pubmed: 23988485]
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alpha-L-Rhamnose Dilution Calculator
alpha-L-Rhamnose Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 6.0916 mL | 30.4581 mL | 60.9162 mL | 121.8324 mL | 152.2904 mL |
| 5 mM | 1.2183 mL | 6.0916 mL | 12.1832 mL | 24.3665 mL | 30.4581 mL |
| 10 mM | 0.6092 mL | 3.0458 mL | 6.0916 mL | 12.1832 mL | 15.229 mL |
| 50 mM | 0.1218 mL | 0.6092 mL | 1.2183 mL | 2.4366 mL | 3.0458 mL |
| 100 mM | 0.0609 mL | 0.3046 mL | 0.6092 mL | 1.2183 mL | 1.5229 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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The alpha-L-Rhamnose recognizing lectin site of human dermal fibroblasts functions as a signal transducer: modulation of Ca2+ fluxes and gene expression.[Pubmed:18708125]
Biochim Biophys Acta. 2008 Dec;1780(12):1388-94.
An alpha-L-Rhamnose specific lectin site was described on human skin keratinocytes and fibrobasts. The addition of Rhamnose-rich oligo- and polysaccharides (RROPs) to fibroblasts has been shown to stimulate cell proliferation and increase extracellular matrix biosynthesis, suggesting that this lectin site functions as a "true" receptor transmitting messages to the cell interior. It was confirmed here that addition of the Rhamnose-rich polysaccharide, RROP-1, to normal human dermal fibroblasts (NHDFs) and human endothelial cells produced a dose-dependent stimulation of the calcium-signaling pathway, inducing fast and transient increases in Ca2+ influx and intracellular free Ca2+ level. The Rhamnose-rich oligosaccharide RROP-3 as well as l-Rhamnose alone were also able to trigger similar intracellular free Ca2+ concentration increases in NHDFs. Moreover, the recording of the RROP-1-induced modification of the gene-expression profile in fibroblasts showed that this polysaccharide triggered a down-regulation of the expression of several growth factors, adhesion molecules and extracellular matrix proteins involved in pro-tumoral activity and/or fibrotic processes. These results further support the hypothesis of a receptor function for the Rhamnose-recognizing lectin site in fibroblasts. Anti-fibrotic and anti-tumoral potential of RROP-1 remains to be further explored.
Synthesis and enzymatic evaluation of phosphoramidon and its beta anomer: Anomerization of alpha-l-rhamnose triacetate upon phosphitylation.[Pubmed:23988485]
Bioorg Med Chem. 2013 Nov 1;21(21):6778-87.
A novel and efficient strategy for the synthesis of phosphoramidon and its beta anomer has been developed by manipulating the anomerization of alpha-L-Rhamnose triacetate upon phosphitylation. The experimental results suggest that proton transfer, bond rotation, and N atom are the key factors for the anomerization. The determined Ki and Kd values establish that phosphoramidon prepared by this method possesses excellent biological activity, and indicate that the contacts of rhamnose moiety with the enzyme have limited contribution to the binding.
