(3-((4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfonatooxy)tetrahydro-2H-pyran-2-yl)oxy)-4,6-dihydroxy-5-(sulfonatooxy)tetrahydro-2H-pyran-2-yl)methyl sulfate (3-(4,5-二羟基-6-(羟甲基)-3-(磺酰氧基)四氢-2H-吡喃-2-基)氧基)-4,6-二羟基-5-(磺酰氧基)四氢-2H-吡喃-2-基)硫酸甲酯

CAS 9064-57-7 MFCD00151513

化学结构图

9064-57-7
SMILES: O=S(=O)([O-])OCC1OC(O)C(OS(=O)(=O)[O-])C(O)C1OC1OC(CO)C(O)C(O)C1OS(=O)(=O)[O-]

化学属性

Mol. Formula

别名和识别编码

Synonym λ-Carrageenan lambda-Carrageenin
MDL NumberMFCD00151513
CAS Number9064-57-7
EC Number232-953-5
Chemical Name(3-((4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfonatooxy)tetrahydro-2H-pyran-2-yl)oxy)-4,6-dihydroxy-5-(sulfonatooxy)tetrahydro-2H-pyran-2-yl)methyl sulfate
Chemical Name Translation(3-(4,5-二羟基-6-(羟甲基)-3-(磺酰氧基)四氢-2H-吡喃-2-基)氧基)-4,6-二羟基-5-(磺酰氧基)四氢-2H-吡喃-2-基)硫酸甲酯
Reaxys-RN8193581
Merck Number1864
PubChem Substance ID354334040
LabNetwork Molecule IDLN01745983
InChIInChI=1S/C12H22O20S3/c13-1-3-5(14)6(15)10(32-35(24,25)26)12(29-3)30-8-4(2-27-33(18,19)20)28-11(17)9(7(8)16)31-34(21,22)23/h3-17H,1-2H2,(H,18,19,20)(H,21,22,23)(H,24,25,26)/p-3
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分类

  • Biochemicals and Reagents, Carbohydrates, Fiber and Prebiotics,
  • {SNA} Biochemicals and Reagents, Carbohydrates, Fiber and Prebiotics, Functional Foods, Nutrition Research, Polysaccharide, Soluble Fiber, Including Prebiotics
  • {SNA} Biochemicals and Reagents, Carbohydrates, Fiber and Prebiotics, Functional Foods, Nutrition Research, Polysaccharide, Soluble Fiber, Including Prebiotics, 细胞生物学
  • {SNA} Fiber and Prebiotics, Functional Foods, Polysaccharide, Soluble Fiber, Including Prebiotics, 生化试剂, 碳水化合物, 细胞生物学, 营养研究
  • {SNA}

产品应用

  • Carrageenans are used to suppress immune response in vivo and in vitro via mechanisms believed to involve selective cytopathic effect on macrophages. Non-gelling λ-carrageenan is used to induce inflammation and inflammatory pain in the rodent hindpaw or air pouch models. More recently carrageenan has been injected directly into the joints of rodents to model arthritic pain and inflammation.

相关文献及参考

  • Pelligand L, House AK, Summers BA, et al., Development and validation of a tissue cage model of acute inflammation in the cat. J. Vet. Pharmacol. Ther. 35(3) , 239-48, (2011)
  • Bazylińska U, Skrzela R, et al., Influence of dicephalic ionic surfactant interactions with oppositely charged polyelectrolyte upon the In vitro dye release from oil core nanocapsules. Bioelectrochemistry , doi: 10.1016/j.bioelechem.2011.10.006, (2011)
  • Hassan RM, Fawzy A, et al., Kinetics and mechanism of permanganate oxidation of iota- and lambda-carrageenan polysaccharides as sulfated carbohydrates in acid perchlorate solutions. Carbohydr. Res. 346 , 2260-2267, (2011)
  • Huang GJ, Pan CH, Wu CH., Sclareol Exhibits Anti-inflammatory Activity in Both Lipopolysaccharide-Stimulated Macrophages and the λ-Carrageenan-Induced Paw Edema Model. J. Nat. Prod. 75 , 54-59, (2012)
  • Barahona T, Encinas MV, et al., A sulfated galactan with antioxidant capacity from the green variant of tetrasporic Gigartina skottsbergii (Gigartinales, Rhodophyta). Carbohydr. Res. 347 , 114-120, (2012)
  • Pirrone V, Passic S, Wigdahl B, Krebs FC., Application and removal of polyanionic microbicide compounds enhances subsequent infection by HIV-1. Virol. J. 9 , 33, (2012)
  • Peter-Szabo, M., et al., Quantitative characterization of a repeated acute joint inflammation model in rats. Clin. Exp. Pharmacol. Physiol. 34 , 520-526, (2007) 摘要
  • Gabriel, A.F., et al., The CatWalk method: a detailed analysis of behavioral changes after acute inflammatory pain in the rat. J. Neurosci. Methods 163 , 9-16, (2007) 摘要
  • Sedgwick, A.D., and Lees, P., A comparison of air pouch, sponge and pleurisy models of acute carrageenan inflammation in the rat. Agents and Actions 18 , 439-446, (1986) 摘要
  • Michel,

安全信息

WGK Germany2
RTECSFI0704000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 1 mg/kg
TOXIC EFFECTS :
   Blood - change in clotting factors
REFERENCE :
   JPPMAB Journal of Pharmacy and Pharmacology.  (Pharmaceutical Soc. of Great
   Britain, 1 Lambeth High St., London SEI 7JN, UK)  V.1-    1949-
   Volume(issue)/page/year: 17,647,1965

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
TOXIC EFFECTS :
   Vascular - thrombosis distant from injection site
   Liver - hepatitis (hepatocellular necrosis), zonal
   Liver - other changes
REFERENCE :
   BJEPA5 British Journal of Experimental Pathology.  (Blackwell Scientific
   Pub. Ltd., POB 88, Oxford, UK)  V.1-    1920-  Volume(issue)/page/year:
   57,455,1976

其他信息

  • non-gelling at 1% in 0.2 M KCl-solution
  • Carrageenans are mucopolysaccharides from the cell walls of the red algae. They are anionic linear polymers composed of 1,3α-1,4β-galactans having one (κ-), two (ι-) or three (λ-) sulfates per disaccharide unit. In ionic solutions, κ- and ι-carrageenans self-associate into helical structures that form rigid or flexible gels, respectively. λ-carrageenans do not form helices and are non-gelling. Carrageenans are used commercially as thickeners and stabilizing agents.

系列性分类


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