Laminaran
(Synonyms: 昆布多糖) 目录号 : GC39259Laminaran 是一种中性水溶性 β-1-3-葡聚糖,从褐藻双歧杆菌中分离,Dectin-1 的典型配体,具有强大的免疫调节,辐射防护作用 ,以及抗癌活性。 Laminaran 由具有 β (1→6) 分支的 β (1→3)-葡聚糖组成,可以被葡糖酶诸如 (EC 3.2.1.6) 之类的酶催化,该酶会破坏 β (1→3) 键。 Laminaran 是一种有前途的免疫刺激分子,可用于癌症免疫治疗。
Cas No.:9008-22-4
Sample solution is provided at 25 µL, 10mM.
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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].
[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.
Cas No. | 9008-22-4 | SDF | |
别名 | 昆布多糖 | ||
Canonical SMILES | OC[C@H]1OC(O[C@H]2[C@H](O)[C@@H](CO)OC(O[C@@H]3[C@@H](O)C(O[H])O[C@H](CO)[C@H]3O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O.[n] | ||
分子式 | 分子量 | ||
溶解度 | DMSO: 100 mg/mL; Water: 100 mg/mL | 储存条件 | Store at -20°C |
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2.
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Aminated Laminaran from brown alga Saccharina cichorioides: Synthesis, structure, anticancer, and radiosensitizing potential in vitro
Carbohydr Polym 2020 Dec 15;250:117007.PMID:33049875DOI:10.1016/j.carbpol.2020.117007.
Laminarans are currently the focus of attention in regard to the selection of prospective agents for the prevention and treatment of cancer. Laminaran from Saccharina cichorioides was aminated to heighten anticancer and radiosensitizing activities and elucidate its molecular mode of action. Aminated Laminaran, ScLNH2, was identified as 1,3-β-d-glucan with -CH2-CH(OH)-CH2-NH2 group at the C6 of branches. ScLNH2 selectively inhibited the viability and colony formation in the MDA-MB-231 cell line of triple negative breast cancer cells. ScLNH2 possessed synergism with radiation, resulting in a decreased number of colonies of MDA-MB-231 cells. The mechanism underling the radiosensitizing effect of ScLNH2 was associated with apoptosis induction via regulation of caspases 9 and 3 and PARP enzyme, preventing the repair of DNA damage in irradiated cells. These findings confirmed that combination therapy by aminated Laminaran and radiation might play a role in the optimization of therapy for an aggressive form of human breast cancer.
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.PMID:30553355DOI:10.1016/j.carbpol.2018.11.008.
The laminarans are neutral water-soluble β-D-glucans of brown algae possessing potent immunomodulating, radioprotective, and anticancer activities. The aim of the present study was to investigate in vitro anticancer, radioprotective, and radiosensitizing activities of Laminaran from brown alga Dictyota dichotoma and its sulfated derivative. The native and sulfated laminarans by themselves at non-toxic doses possessed significant anticancer activity against melanoma cells. Both polysaccharides protected normal epidermal cells, while only sulfated Laminaran was able to sensitize melanoma cells to X-rays irradiation resulting in significant inhibition of cell proliferation, colony formation, and migration of cancer cells. The molecular mechanism of this action was related to the inhibition of MMP-2 and MMP-9 proteinases activity as well as down-regulation of kinases' phosphorylation of ERK1/2 signaling cascade. Taken together, the combination of sulfated derivative of Laminaran from D. dichotoma with X-ray may serve as a potential treatment strategy for human melanoma.
The potential of brown-algae polysaccharides for the development of anticancer agents: An update on anticancer effects reported for fucoidan and Laminaran
Carbohydr Polym 2017 Dec 1;177:451-459.PMID:28962791DOI:10.1016/j.carbpol.2017.09.005.
In recent decades, attention to cancer-preventive treatments and studies on the development of anticancer drugs have sharply increased owing to the increase in cancer-related death rates in every region of the world. However, due to the adverse effects of synthetic drugs, much attention has been given to the development of anticancer drugs from natural sources because of fewer side effects of natural compounds than those of synthetic drugs. Recent studies on compounds and crude extracts from marine algae have shown promising anticancer properties. Among those compounds, polysaccharides extracted from brown seaweeds play a principal role as anticancer agents. Especially, a number of studies have revealed that polysaccharides isolated from brown seaweeds, such as fucoidan and Laminaran, have promising effects against different cancer cell types in vitro and in vivo. Herein, we reviewed in vitro and in vivo anticancer properties reported for fucoidan and Laminaran toward various cancer cells from 2013 to 2016.
Inhibitory effects of Laminaran and alginate on production of putrefactive compounds from soy protein by intestinal microbiota in vitro and in rats
Carbohydr Polym 2016 Jun 5;143:61-9.PMID:27083344DOI:10.1016/j.carbpol.2016.01.064.
Soybean is one of the major components of the Japanese diet. In traditional Japanese cuisine, soybean-based food items are often consumed with brown algae. In this study, we examined the effect of water-soluble and fermentable polysaccharides, Laminaran and sodium alginate, from brown algae, on putrefactive compound production, by human faecal microbiota in broth containing 3% (w/v) soy protein. We also investigated the effect of 2% Laminaran or alginate diet on caecal putrefactive compounds in rats maintained on diets containing 20% (w/w) soy protein. The caecal microbiota was also analysed using denaturing gradient gel electrophoresis and pyrosequencing with primers targeting the bacterial 16S rRNA gene. The polysaccharides, particularly Laminaran, inhibited ammonia, phenol, and indole production by human faecal microbiota. Both the algal polysaccharides lowered the caecal indole content. Laminaran was found to increase the number of Coprobacter, whereas Helicobacter was found to decrease in the presence of both Laminaran and sodium alginate.
Role of seaweed Laminaran from Saccharina longicruris on matrix deposition during dermal tissue-engineered production
Int J Biol Macromol 2015 Apr;75:13-20.PMID:25603140DOI:10.1016/j.ijbiomac.2015.01.017.
Our laboratory has developed a technique to reconstruct in vitro tissue from human cells using the self-assembly tissue-engineering method, which utilizes the ability of fibroblasts to deposit the matrix they secrete. The time necessary for tissue construction, several weeks, is a drawback for many clinical uses. We hypothesized that the addition of Laminaran can increase the deposition of matrix, speeding up the production of the tissue. Laminaran was isolated from the brown seaweed Saccharina longicruris harvested in Canada and its structure was evaluated. Laminaran is a small molecular weight polysaccharide composed of linear glucose chains. Monolayer-cultured human skin fibroblasts were cultured in the presence of Laminaran with ascorbate for 7 or 35 days to produce a dermis. Treatment did not induce any variation in the growth rate or alpha smooth muscle actin content but it did increase the deposition of collagen I in a dose-dependent manner. After 35 days, the reconstructed dermal thickness was increased when Laminaran was added, and collagen I deposition and MMP activity were also significantly increased. Thus, Laminaran can be used to increase the rate of production of reconstructed self-assembled dermis and can also potentially be used in cosmetic or therapeutic creams to stimulate matrix production.