CAS 9008-22-4|Laminaran
| Common Name | Laminaran | ||
|---|---|---|---|
| CAS Number | 9008-22-4 | Molecular Weight | 504.437 |
| Density | 1.8±0.1 g/cm3 | Boiling Point | 902.8±65.0 °C at 760 mmHg |
| Molecular Formula | C18H32O16 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 499.8±34.3 °C |
Names
| Name | (2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol |
|---|---|
| Synonym | More Synonyms |
Laminaran BiologicalActivity
| Description | Laminaran is a neutral water-soluble β-1-3-glucan and a typical ligand for Dectin-1 isolated from the brown alga D. dichotoma, has potent immunomodulating, radioprotective, and anticancer activities[1]. Laminaran is made up of β (1→3)-glucan with β (1→6)-branches and can be catalyzed by enzymes such as laminarinase (EC 3.2.1.6) that breaks the β (1→3) bonds[2]. Laminaran is a promising immune stimulatory molecule for use in cancer immunotherapy[3]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
| In Vitro | Laminaran (100-800 µg/mL; 24 hours) is not cytotoxic against normal epidermal cells JB6 Cl41 and human melanoma cells SK-MEL-28, the percentage of inhibition of living cells number is less than 15 % at concentrations range up to 800 µg/mL after 24 h of treatment[1]. Laminaran (200 µg/mL; 24-72 hours)does not cause any growth inhibition of SK-MEL-28 cells after 24 and 48 h of treatment, but decreases cells proliferation by 36 % after 72 h of treatment[1]. Laminaran (25-50 µg/mL; 24 hours) at low concentration does not influence the phosphorylation of c-Raf (Ser259), ERK1/2 (Tyr202/Tyr204), and MEK1/2 (Ser 221) kinases as well as total expression level of investigated proteins. But decreases p-MEK, p-ERK1/2 at 50 µg/mL[1]. Cell Viability Assay[1] Cell Line: JB6 Cl41 and SK-MEL-28 cells Concentration: 100, 200, 400, and 800 µg/mL Incubation Time: 24 hours Result: Showed no cytotoxic against normal epidermal cells JB6 Cl41 and human melanoma cells SK-MEL-28. Cell Proliferation Assay[1] Cell Line: SK-MEL-28 cells Concentration: 200 µg/mL Incubation Time: 24 hours Result: Decreased cell proliferation at 72 hours. Western Blot Analysis[1] Cell Line: SK-MEL-28 cells Concentration: 25 µg/mL; 50 µg/mL Incubation Time: 24 hours Result: Inhibited phosphorylation of c-Raf, MEK1/2, and ERK1/2 kinases. |
| In Vivo | Laminaran (intravenous injection; 12.5, 25, and 50 mg/kg; 21 days) and OVA (50 μg) combination significanly decreases the tumor masses when it compares with the PBS-, OVA-, and laminarin-treated mice[3]. Animal Model: C57BL/6 mice injected s.c. with B16-OVA cells[3] Dosage: 12.5, 25, and 50 mg/kg; 21 days Administration: Intravenous injection Result: Prevented B16-OVA tumor growth by inducing Ag-specific immune responses. |
| References | [1]. Malyarenko OS, et al. Laminaran from brown alga Dictyota dichotoma and its sulfated derivative as radioprotectors and radiosensitizers in melanoma therapy.Carbohydr Polym. 2019 Feb 15;206:539-547. [2]. Laminaran [3]. Song K, et al. Laminarin promotes anti-cancer immunity by the maturation of dendritic cells.Oncotarget. 2017 Jun 13;8(24):38554-38567. |
Chemical & Physical Properties
| Density | 1.8±0.1 g/cm3 |
|---|---|
| Boiling Point | 902.8±65.0 °C at 760 mmHg |
| Molecular Formula | C18H32O16 |
| Molecular Weight | 504.437 |
| Flash Point | 499.8±34.3 °C |
| Exact Mass | 504.169037 |
| PSA | 268.68000 |
| LogP | -6.08 |
| Appearance of Characters | powder | White to Off-white |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.673 |
| InChIKey | DBTMGCOVALSLOR-VPNXCSTESA-N |
| SMILES | OCC1OC(OC2C(O)C(CO)OC(OC3C(O)C(O)OC(CO)C3O)C2O)C(O)C(O)C1O |
| Storage condition | 2-8°C |
| Water Solubility | H2O: 20 mg/mL, clear, faintly yellow | Soluble in dimethyl sulfoxide (slightly, heated). Slightly soluble in water. |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xn |
| Safety Phrases | 22-24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | LZ3985000 |
Articles35
More Articles| Functional characterization of polysaccharide utilization loci in the marine Bacteroidetes 'Gramella forsetii' KT0803. ISME J. 8(7) , 1492-502, (2014) Members of the phylum Bacteroidetes are abundant in many marine ecosystems and are known to have a pivotal role in the mineralization of complex organic substrates such as polysaccharides and proteins... | |
| The proteome response of potato leaves to priming agents and S-nitrosoglutathione. Plant Sci. 198 , 83-90, (2013) The primed mobilization for more potent defense responses to subsequent stress has been shown for many plant species, but there is a growing need to identify reliable molecular markers for this unique... | |
| Effects of supplementing dietary laminarin and fucoidan on intestinal morphology and the immune gene expression in the weaned pig. J. Anim. Sci. 90 Suppl 4 , 284-6, (2012) Previous studies have shown the benefit of combining seaweed extracts laminarin (LAM) and fucoidan (FUC) on improving growth in piglets' performance after weaning. A 2 × 2 factorial experiment was con... |
Synonyms
| D-Glucopyranosyl-(1->3)-D-glucopyranosyl-(1->3)-D-glucopyranose |
| Laminarin |
| D-Glucopyranose, O-D-glucopyranosyl-(1->3)-O-D-glucopyranosyl-(1->3)- |
| Laminaran |
| MFCD00466918 |
