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CM-dextrans are manufactured by reacting selected dextran fractions with an activated carboxymethyl derivative in alkali. This leads to the introduction of O-carboxymethyl groups along the dextran chain. The carboxyl content is approximately 5% which is equivalent to about one CM group for every 5 five glucose units. Higher degrees of substitution may be achieved if required. The dextran used is elaborated by Leuconostoc mesenteroides B512F and is essentially a linear α (1-6)-linked glucose chain with a low percentage(2-5%) of α(1-3) branches distributed along the chain. The dextran fractions used have weight average molecular weights (Mw) of 4000 to 2000000 and are carefully controlled by GPC, optical rotation, absorbance and loss on drying.
Physical properties
Carboxymethyl dextran (CM-dextran) is a white, odourless and tasteless powder which is freely soluble in water or electrolyte solutions. The product has a pronounced polyanionic character by virtue of the negatively charged carboxyl groups attached. The solution properties of CM-dextran are described in several publications (1,2). In neutral solutions, the carboxymethyl substituents will repel
each other leading to an expansion of the dextran coil (2). This effect is observed when the products are examined by gel permeation chromatography (GPC) whereby the apparent weight average molecular weight (Mw) is approximately 10% higher than that of the starting dextran. CM-dextrans are insoluble in most organic solvents, for example, ethanol, methanol, acetone, chloroform, ethyl acetate Etc
Applications
Important spheres of research where CM-dextrans are employed are listed below.
1. Carriers of paramagnetic contrast agents. (3-4)
2. Preparation of conjugates of pharmacologically active compounds (5-7)
3. CM-dextrans in biosensors (8-14)
4. CM-dextrans for preparing iron containing nanoparticles (4,15)
5. Many early patents describe uses for CM-dextrans in cosmetic, agricultural, food, paints,
textiles applications
CM-dextran(CM--葡聚糖,羧甲基--dextran,Carboxymethyl-dextran):
艾美捷CM-dextran#CMD4、CMD10、CMD20等为白色、无臭无味粉末,易溶于水和电解质溶液。羧甲基含量对应于每5个葡萄糖单元约1个CM基团,羧基含量为3 - 7%。
CM-dextran#CMD4、CMD10、CMD20等潜在的应用域包括:
通过羧基反应结合阳离子(无机和有机)的试剂
化妆品
制剂中的无毒成分
用于敏感生物聚合物的稳定剂
CM-dextran的物理性质:
羧甲基-葡聚糖(CM-dextran)是一种白色、无臭、无味的粉末,可自由释放可溶于水或电解质溶液。该产品具有明显的聚阴离子特征由于所连接的带负电荷的羧基。在中性溶液中,羧甲基取代基会排斥相互作用导致-dextran线圈(2)的膨胀。当产品通过凝胶渗透色谱法(GPC)检查,由此表观重量平均值分子量(Mw)比起始-dextran的分子量高约10%。CM-dextran是不溶于大多数有机溶剂,例如乙醇、甲醇、丙酮、氯丨仿、乙酸乙酯等
CM-dextran的化学性质:
在dextran链中插入羧基提供了进一步的固定化机会具有有趣生物活性的分子(药物、酶、诊断示踪剂)-dextran。羧基部分可用于许多反应,例如酯化、酰胺化与胺、Ugi或Passerini反应。简单的离子结合反应也可以提供一系列包含不同阳离子分子的衍生物。
文献参考:
1. K.Gekko, Solution properties of dextran and its ionic derivatives, ACS Symposium Series, 1981, 150, 415-438;K.Gekko and H.Noguchi, Selective interaction of calcium and , magnesium ions with ionic dextran derivatives, Carbohydr. Res., 1979, 69, 323-326.
2. O.Smidsröd, Estimation of the relative stiffness of the molecular chain in polyelectrolytes from viscosity measurements at different ionic strengths. Comparison of polycations and polyanions, Acta Chem.Scand., 1971, 25(7) 2770-1.
3. P.Rongved and J.Klaveness, Water soluble polysaccharides as carriers of paramagnetic contrast reagents for magnetic resonance imaging; Synthesis and relaxation properties, Carbohyd.Res., (1991), 214, 315-323.
4. S.W.Zheng, M.Huang et al., RGD-conjugated iron oxide magnetic nanoparticles for magnetic resonance imaging contrast enhancement and hyperthermia, J.Biomater.Appl., 2014, 28 1051-1059.
5. M.Baudys, D.Letourneur et al., Extending insulin action in vivo by conjugation to carboxymethyl dextran, Bioconj. Chem., 1998, 9,176-183. Y.Ota, P.Oehr et.al., The application of immunotargetting into cancer therapy with carboplatin; in vitro and in vivo studies, Asia Oceania J.Obstet.Gynaecol., 1993, 19(4), 449-457.
6. H.Ma, X.Li et. Ala., High antimetastatic efficacy of MEN4901/T-0128, a novel campothecin carboxymethyldextran conjugate, J.Surg.Res., 2011, 171(2), 684-690.
7. C.Situ, A.R.G.Wylie, A.Douglas et al., Reduction of severe bovine serum associated matrix effects on carboxymethylated dextran coated biosensor surfaces, Talanta, 2008, 76, 832-836.
8. S.Howell, M.Kenmore, M.Kirkland et al., High-density immobilization of an antibody fragment to a carboxymethylated dextran –linked biosensor surface, J.Mol.Recognit., 1998, 11, 200-3.
9. J.S.Mitchell and Y.Wu, Surface Plasmon Resonance Biosensors for highly sensitive detection of small biomolecules, Biosensors, ISBN, 978-953-7619-99-2.
10. J-F.Masson, T.M.Battaglia, J.Cramer et al., Reduction of non-specific protein binding on surface plasmin resonance biosensors, Anal. Bioanal.Chem., 2006, 386, 1951-1959.
11. A.J.T.George, Measurement of the kinetics of biomolecular interactions using IAsys resonant mirror biosensor, Current protocols in Immunology, Unit number: Unit 18.5, DOI: 10.1002/0471142735.im1805s33; Posting date ; May 2001.
12. W.Jia, X-S.Liu, Y.Zhu et al., Preparation and characterisation of Mabs against different epies of CD226, Hybridoma, 2000, 19, 489-494. S.Löfås, Dextran modified self-assembled monolayer surfaces for use in biointeraction analysis with surface Plasmon resonance, Pure and Appl. Chem., 1995, 67, 829-834.
13. V.Ayala, A.P.Herrera et. al., Effect of surface charge on the colloidal stability and in vitro uptake of carboxymethyl dextran coated iron oxide nanoparticles, J.Nanopart.Res., 2013, 15(8), 1874
来源:https://www.amyjet.com/brand/blue-dextran.shtml
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