CAS Number9008-22-4
SynonymsD-Glucopyranosyl-(1->3)-D-glucopyranosyl-(1->3)-D-glucopyranose; Laminarin; Laminaran; MFCD00466918
Molecular FormulaC18H32O16
Molecular Weight504.437
Purity30.00%
Density1.8±0.1 g/cm3
Boiling Point902.8±65.0 °C at 760 mmHg
Appearancepowder
EINECS232-712-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 9008-22-4 |
| Catalog No. | 2A-9091991 |
| Chinese Name | 昆布多糖 |
| Synonyms | D-Glucopyranosyl-(1->3)-D-glucopyranosyl-(1->3)-D-glucopyranose; Laminarin; Laminaran; MFCD00466918 |
| Molecular Formula | C18H32O16 |
| Molecular Weight | 504.437 |
| Purity | 30.00 |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 902.8±65.0 °C at 760 mmHg |
| Appearance | powder |
| Water Solubility | H2O: 20 mg/mL, clear, faintly yellow | Soluble in |
| Storage Condition | 2-8°C sealed, cool and dry place |
| Application | Laminaran is a neutral water-soluble β-1-3-glucan isolated from Bifidobacterium brown algae. It is a typical ligand of Dectin-1 and has powerful immunomodulatory, radioprotective effects, and anti-can |
| EINECS | 232-712-4 |
| PubChem ID | 329817672 |
| MDL Number | MFCD00466918 |
| SMILES | O1[C@@H]([C@H]([C@@H]([C@H](C1O[C@H]3[C@@H]([C@H](OC([C@@H]3O)O)CO)O)O)OC2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)O)CO |
| InChI | 1S/C18H32O16/c19-1-4-7(22)10(25)11(26)17(31-4)34-15-9(24)6(3-21)32-18(13(15)28)33-14-8(23)5(2-20)30-16(29)12(14)27/h4-29H,1-3H2/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16?,17?,18?/m1/s1 |
| InChI Key | DBTMGCOVALSLOR-VPNXCSTESA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352201 |
| Hazard Symbols | transportation |
| MSDS | msds/91991_1_9008_22_4.pdf |
| Bioactivity | 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 >> Cancer Signaling 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. |
| Use of | 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]. Properties Articles35 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 Biological Activity 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 >> Cancer Signaling Pathways >> Others >> Others 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 Molecular Formula C18H32O16 Exact Mass 504.169037 PSA 268.68000 LogP -6.08 Appearance of Characters powder | White to Off-white Index of Refraction 1.673 InChIKey DBTMGCOVALSLOR-VPNXCSTESA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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