Carboxymethyl-β-cyclodextrin sodium salt 

Carboxymethyl-β-cyclodextrin sodium salt is a negatively charged β-cyclodextrin derivative, as well as a metal ion chelator and solubilizing reagent. Carboxymethyl-β-cyclodextrin sodium salt forms stable aqueous complexes with Ba²⁺, Ca²⁺, Cd²⁺, Ni²⁺, Pb²⁺, Sr²⁺, and Zn²⁺ ions. Carboxymethyl-β-cyclodextrin sodium salt derived hydrogel carriers support oral insulin delivery via paracellular permeation across Caco-2 monolayers and produce sustained hypoglycemic effects in diabetic mice. Carboxymethyl-β-cyclodextrin sodium salt can be conjugated onto folate-modified BSA nanoparticles to boost folate receptor-mediated endocytosis, elevate intracellular anticancer drug uptake and trigger cell apoptosis. Carboxymethyl-β-cyclodextrin sodium salt can be utilized for chiral separation in capillary electrophoresis, development of nanoscale drug carriers and nucleic acid transfection research^[1][2][3].

Carboxymethyl-β-cyclodextrin (CMCD) (0-100 g/L; 2 hours, 7 days, 1-19.5 hours) sodium salt, for capillary electrophoresis increases the solubility of BaC₂O₄, CaC₂O₄, CdC₂O₄, NiC₂O₄, PbC₂O₄, SrSO₄ and ZnC₂O₄ at 10 °C and 25 °C, with conditional formation constants ranging from 3.48 to 5.18^[1].
Carboxymethyl-β-cyclodextrin sodium salt is successfully grafted onto carboxymethyl chitosan via an EDC/NHS-mediated amidation reaction to form amorphous porous hydrogel microparticles^[2].
Carboxymethyl-β-cyclodextrin sodium salt grafted carboxymethyl chitosan hydrogel microparticles exhibit pH-dependent swelling properties. Their hydrophilic groups and porous structure enable a maximum swelling ratio of up to 437%, and an insulin loading capacity of 30.00-31.90% can be achieved via the swelling diffusion method; 92% of the loaded insulin remains after 2 h of incubation, and the microparticles show pH-responsive release behavior; in addition, they allow insulin to permeate through the Caco-2 cell monolayer^[2].
Carboxymethyl-β-cyclodextrin grafted carboxymethyl chitosan hydrogel microparticles (12.5-1600 μg/mL; 24 h at 37°C) sodium salt, for capillary electrophoresis show no cytotoxicity against Caco-2 cells^[2].
Blank BSA nanoparticles prepared with Carboxymethyl-β-cyclodextrin sodium salt show no obvious cytotoxicity to Hela and SMMC-7721 cells. Nanoparticles of the same system loaded with 5-Fu reduce cell viability in a dose-dependent manner, with a more significant inhibitory effect on folate receptor-positive Hela cells. Only weak non-specific uptake of the nanoparticles occurs in the two types of tumor cells^[3].
5-Fu-loaded BSA nanoparticles constructed with Carboxymethyl-β-cyclodextrin sodium salt downregulate intracellular ATP, upregulate the expression of activated caspase-3 protein without altering the expression level of Bax protein after 48 h incubation with Hela cells, and induce Hela cell apoptosis through synergistic multiple effects^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Carboxymethyl-β-cyclodextrin sodium salt, as a component of carboxymethyl-β-cyclodextrin-grafted carboxymethyl chitosan hydrogel microparticles, facilitates sustained oral insulin delivery that produces controlled hypoglycemia for up to 12 hours in type 2 diabetic mice, with peak effects at 6 hours^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

1541.24 (Average)

C₅₆H₈₄NaO₄₉·xNa

2828447-14-7

Solid

White to off-white

OC(COC[C@@H](O[C@@](O[C@](C1O)([H])[C@H](O[C@@](O[C@]([C@@H]2O)([H])[C@H](O[C@@](O[C@]([C@@H]([C@H]3O)O)([H])[C@H]4COCC(O)=O)([H])[C@@H]2O)COCC(O)=O)([H])[C@@H]1O)COCC(O)=O)([H])[C@@H]5O)[C@@](C5O)([H])O[C@@]([C@@H](C6O)O)([H])O[C@@H]([C@@]6([H])O[C@@]([C@@H](C7O)O)([H])O[C@@H]([C@@]7([H])O[C@@]([C@@H](C8O)O)([H])O[C@@H]([C@@]8([H])O[C@@]3([H])O4)COCC(O)=O)COCC(O)=O)COCC(O)=O)=O.[x].[Na]

Room temperature in continental US; may vary elsewhere.

RT, stored under nitrogen, away from moisture

• [1]. Skold ME, et al. Solubility enhancement of seven metal contaminants using carboxymethyl-beta-cyclodextrin (CMCD). J Contam Hydrol. 2009;107(3-4):108-113.

  [2]. Yang Y, et al. Carboxymethyl β-cyclodextrin grafted carboxymethyl chitosan hydrogel-based microparticles for oral insulin delivery. Carbohydr Polym. 2020;246:116617.

  [3]. Su C, et al. Carboxymethyl-β-cyclodextrin conjugated nanoparticles facilitate therapy for folate receptor-positive tumor with the mediation of folic acid. Int J Pharm. 2014;474(1-2):202-211.