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Sigma-Aldrich

Carboxymethyl-β-cyclodextrin sodium salt

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MDL number:
MFCD00285608
PubChem Substance ID:
57647952
NACRES:
NA.25

form

solid

impurities

10% water

mp

~245 °C (dec.)

solubility

H2O: 50 mg/mL, clear to slightly hazy, colorless

SMILES string

O[C@H]1[C@H](O)[C@@H]2O[C@H]3O[C@H](COCC(O)=O)[C@@H](O[C@H]4O[C@H](COCC(O)=O)[C@@H](O[C@H]5O[C@H](COCC(O)=O)[C@@H](O[C@H]6O[C@H](COCC(O)=O)[C@@H](O[C@H]7O[C@H](COCC(O)=O)[C@@H](O[C@H]8O[C@H](COCC(O)=O)[C@@H](O[C@H]1O[C@@H]2COCC(O)=O)[C@@H](O)[C@@H]8O)[C@@H](O)[C@@H]7O)[C@@H](O)[C@@H]6O)[C@@H](O)[C@@H]5O)[C@@H](O)[C@@H]4O)[C@@H](O)[C@@H]3O

InChI

1S/C56H84O49/c57-22(58)8-85-1-15-43-29(71)36(78)50(92-15)100-44-16(2-86-9-23(59)60)94-52(38(80)31(44)73)102-46-18(4-88-11-25(63)64)96-54(40(82)33(46)75)104-48-20(6-90-13-27(67)68)98-56(42(84)35(48)77)105-49-21(7-91-14-28(69)70)97-55(41(83)34(49)76)103-47-19(5-89-12-26(65)66)95-53(39(81)32(47)74)101-45-17(3-87-10-24(61)62)93-51(99-43)37(79)30(45)72/h15-21,29-56,71-84H,1-14H2,(H,57,58)(H,59,60)(H,61,62)(H,63,64)(H,65,66)(H,67,68)(H,69,70)/t15-,16-,17-,18-,19-,20-,21-,29+,30+,31+,32+,33+,34+,35+,36+,37+,38+,39+,40+,41+,42+,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m1/s1

InChI key

WROHVVIPQXODQM-LYSKQWNXSA-N

Related Categories

General description

Carboxymethyl-β-cyclodextrin, a negatively charged derivative of β-cyclodextrin, is generally used in the chiral analysis of neutral and basic analytes on account of its ability to exhibit counter-current mobility.

Application

Cyclodextrins (CD) are cyclic oligosaccharides composed of D-glucose units connected via α(1→4) glycosidic bonds. Common cyclodextrins contain six (α-CD); seven (β-CD) or eight (gamma-CD) D-glucose units. Cyclodextrins are sometimes derivitized through esterification at positions two, three and/or six.
Carboxymethyl-β-cyclodextrin (CMBCD) is used in the development of recognition and separation technologies to resolve enantiomers based on chiral properties and size. Carboxymethyl-β-cyclodextrin is used in chiral selection and separation by capillary electrophoresis. Carboxymethyl-β-cyclodextrin is used in the development of drug delivery vehicles such as nanocarriers and as a nucleic acid transfection agent.

Analysis Note

average degree of substitution, DS ~3

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chiral Separations: Methods and Protocols
Methods in Molecular Biology (2004)
Felipe A Oyarzun-Ampuero et al.
Macromolecular bioscience, 12(2), 176-183 (2011-11-24)
A new nanomedicine consisting of chitosan/carboxymethyl-β-cyclodextrin loaded with unfractioned or low-molecular-weight heparin is described and its potential in asthma treatment is evaluated. The nanoparticles are prepared by ionotropic gelation showing a size that between 221 and 729 nm with a
Selective recognition and separation of nucleosides using carboxymethyl-β-cyclodextrin functionalized hybrid magnetic nanoparticles.
Badruddoza AZ, Junwen L, et al.
Colloids and Surfaces, B: Biointerfaces, 92, 223-231 (2012)
Li-Li Ren et al.
Journal of nanoscience and nanotechnology, 10(11), 7262-7265 (2010-12-09)
Mammalian cochlear hair cells don't regenerate naturally after injury, which usually leave permanent hearing loss. Math1 gene is a positive regulator of hair cell differentiation during cochlear development and was proved to be very critical in hair cell regeneration in
Thitirat Mantim et al.
Electrophoresis, 33(2), 388-394 (2011-12-16)
CE methods with capacitively coupled contactless conductivity detection (C(4)D) were developed for the enantiomeric separation of the following stimulants: amphetamine (AP), methamphetamine (MA), ephedrine (EP), pseudoephedrine (PE), norephedrine (NE) and norpseudoephedrine (NPE). Acetic acid (pH 2.5 and 2.8) was found

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