MilliporeSigma
All Photos(3)

Documents

C0926

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

powder, BioReagent, suitable for cell culture

Sign Into View Organizational & Contract Pricing

Synonym(s):
2-hydroxypropylether, Beta-cyclodextrin
CAS Number:
EC Number:
PubChem Substance ID:
NACRES:
NA.77

biological source

corn starch

Quality Level

product line

BioReagent

form

powder

mol wt

1396 Da

extent of labeling

4-10 (determined by NMR)

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 100 mg/mL

shipped in

ambient

storage temp.

room temp

SMILES string

CC(O)COCC1OC2OC3C(COCC(C)O)OC(OC4C(COCC(C)O)OC(OC5C(COCC(C)O)OC(OC6C(COCC(C)O)OC(OC7C(COCC(C)O)OC(OC8C(COCC(C)O)OC(OC1C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C8OCC(C)O)C(OCC(C)O)C7OCC(C)O)C(OCC(C)O)C6OCC(C)O)C(OCC(C)O)C5OCC(C)O)C(OCC(C)O)C4OCC(C)O)C(OCC(C)O)C3OCC(C)O

InChI

1S/C63H112O42/c1-22(64)8-85-15-29-50-36(71)43(78)57(92-29)100-51-30(16-86-9-23(2)65)94-59(45(80)38(51)73)102-53-32(18-88-11-25(4)67)96-61(47(82)40(53)75)104-55-34(20-90-13-27(6)69)98-63(49(84)42(55)77)105-56-35(21-91-14-28(7)70)97-62(48(83)41(56)76)103-54-33(19-89-12-26(5)68)95-60(46(81)39(54)74)101-52-31(17-87-10-24(3)66)93-58(99-50)44(79)37(52)72/h22-84H,8-21H2,1-7H3/t22?,23?,24?,25?,26?,27?,28?,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-,57+,58-,59+,60-,61-,62-,63-/m1/s1

InChI key

ODLHGICHYURWBS-RYJYQAAZSA-N

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
H107332607332593
vibrant-m

C0926

(2-Hydroxypropyl)-β-cyclodextrin

vibrant-m

H107

(2-Hydroxypropyl)-β-cyclodextrin

vibrant-m

332607

(2-Hydroxypropyl)-β-cyclodextrin

vibrant-m

332593

(2-Hydroxypropyl)-β-cyclodextrin

solubility

H2O: 100 mg/mL

solubility

H2O: soluble

solubility

-

solubility

-

storage temp.

room temp

storage temp.

room temp

storage temp.

-

storage temp.

-

form

powder

form

powder

form

powder

form

powder

biological source

corn starch

biological source

synthetic (organic)

biological source

-

biological source

-

product line

BioReagent

product line

-

product line

-

product line

-

General description

Cyclodextrins are cyclic oligosaccharides consisting of 6, 7, or 8 glucopyranose units, usually referred to as α-, β-, or γ-cyclodextrins, respectively. These compounds have rigid doughnut-shaped structures making them natural complexing agents. The unique structures of these compounds owe their stability to intramolecular hydrogen bonding between the C2- and C3-hydroxyl groups of neighboring glucopyranose units. The molecule takes on the shape of a torus with the C2- and C3-hydroxyls located around the larger opening and the more reactive C6-hydroxyl aligned around the smaller opening. The arrangement of C6-hydroxyls opposite the hydrogen bonded C2- and C3-hydroxyls forces the oxygen bonds into close proximity within the cavity, leading to an electron rich, hydrophobic interior. The size of this hydrophobic cavity is a function of the number of glucopyranose units forming the cyclodextrin.

The solubility of natural cyclodextrins is very poor. In the late 1960′s, it was discovered that chemical substitutions at the 2, 3, and 6 hydroxyl sites would greatly increase solubility. Most chemically modified cyclodextrins are able to achieve a 50% (w/v) concentration in water.

Cavity size is the major determinant as to which cyclodextrin is used in complexation. The cavity diameter of β-cyclodextrins or β-glucopyranose unit compounds is well-suited for use with molecules the size of hormones, vitamins and many compounds frequently used in tissue and cell culture applications. For this reason, β-cyclodextrin is most commonly used as a complexing agent.

Application

The solubility of lipophilic drugs increases linearly with the concentration of hydroxypropyl-β-cyclodextrin (HBC) in aqueous solution because of the complex between HBC and the drug. This guest-host type complex is formed between the drug and the non-polar cavity in the HBC that results in enhanced solubility. Solutions may be lyophilized to produce freely soluble powders. Non-toxic in rabbits and mice.

Preparation Note

Solutions may be stored for several months at 4°C. Solid should be stored tightly sealed at room temperature.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

752.0 °F

flash_point_c

> 400 °C

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 7

1 of 7

β-Cyclodextrin ≥97%

Sigma-Aldrich

C4767

β-Cyclodextrin

Methyl-β-cyclodextrin powder, BioReagent, suitable for cell culture

Sigma-Aldrich

C4555

Methyl-β-cyclodextrin

Hydroxypropyl betadex United States Pharmacopeia (USP) Reference Standard

USP

1329709

Hydroxypropyl betadex

Cyclodextrin HPB EMPROVE® EXPERT, Ph. Eur., NF

SAFC

1.42020

Cyclodextrin HPB

α-Cyclodextrin powder, BioReagent, suitable for cell culture, ≥98%

Sigma-Aldrich

C4680

α-Cyclodextrin

γ-Cyclodextrin powder, BioReagent, suitable for cell culture, ≥98%

Sigma-Aldrich

C4930

γ-Cyclodextrin

Jorge L Rodriguez-Gil et al.
Human molecular genetics, 30(24), 2456-2468 (2021-07-24)
The rare, fatal neurodegenerative disorder Niemann-Pick disease type C1 (NPC1) arises from lysosomal accumulation of unesterified cholesterol and glycosphingolipids. These subcellular pathologies lead to phenotypes of hepatosplenomegaly, neurological degeneration and premature death. The timing and severity of NPC1 clinical presentation
Nicolas Schall et al.
Frontiers in pharmacology, 12, 752194-752194 (2021-11-09)
Dysregulation of CXCL12/SDF-1-CXCR4/CD184 signaling is associated with inflammatory diseases and notably with systemic lupus erythematosus. Issued from the lead molecule chalcone-4, the first neutraligand of the CXCL12 chemokine, LIT-927 was recently described as a potent analogue with improved solubility and
Stephanie L Guerra et al.
Cancer cell, 37(5), 705-719 (2020-04-04)
While KRAS mutations are common in non-small cell lung cancer (NSCLC), effective treatments are lacking. Here, we report that half of KRAS-mutant NSCLCs aberrantly express the homeobox protein HOXC10, largely due to unappreciated defects in PRC2, which confers sensitivity to
Aki Fujiwara et al.
Healthcare (Basel, Switzerland), 9(5) (2021-05-01)
The aim of this research was to investigate the antistress effect of press tack needle (PTN) acupuncture treatment using rats with social isolation stress (SIS). Rats were divided into non-stress group (Grouped+sham), stress group (SIS+sham), and PTN-treated SIS group (SIS+PTN).
Valentino J Stella et al.
Toxicologic pathology, 36(1), 30-42 (2008-03-14)
beta-cyclodextrin (beta-CD) and other cyclodextrins (CDs) have utility for solubilizing and stabilizing drugs; however, some are nephrotoxic when administered parenterally. A number of workers have attempted to identify, prepare, and evaluate various CD derivatives with superior inclusion complexation and maximal

Articles

Solubility of common cell culture components in water and in a solution of 2-Hydroxylpropyl beta-cyclodextrin. Cyclodextrin is a non-toxic compound useful for its ability to solubilize fat soluble vitamins and hormones.

Many metabolically important compounds, such as lipid-soluble vitamins and hormones, have very low solubilities in aqueous solutions. Various techniques have been used to solubilize these compounds in tissue culture, cell culture, or other water-based applications.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service