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H125

Sigma-Aldrich

(2-Hydroxypropyl)-γ-cyclodextrin

solid

Synonym(s):

HGC

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About This Item

CAS Number:
128446-34-4
UNSPSC Code:
12352201
NACRES:
NA.77
Pricing and availability is not currently available.

form

solid

Quality Level

100

concentration

1.000 mg/mL±0.005

technique(s)

cell culture | mammalian: suitable

color

white

solubility

H2O: 450 mg/mL

shipped in

ambient

storage temp.

room temp

SMILES string

O1[C@@H]2O[C@H]([C@H](O[C@@H]3O[C@H]([C@H](O[C@@H]4O[C@H]([C@H](O[C@@H]5O[C@H]([C@H](O[C@@H]6O[C@H]([C@H](O[C@@H]7O[C@H]([C@H](O[C@@H]8O[C@H]([C@H]1[C@H]([C@@H]8O)O)COCC(O)C)[C@H]([C@@H]7O)O)CO)[C@H]([C@@H]6O)O)COCC(O)C)[C@H]([C@@H]5O)O)CO)[C@H]([C@@H]4O)

InChI

1S/C51H88O38/c1-14(56)8-73-11-21-42-29(64)36(71)50(81-21)85-40-19(6-54)79-48(34(69)27(40)62)89-44-23(13-75-10-16(3)58)82-51(37(72)30(44)65)86-41-20(7-55)78-47(33(68)26(41)61)88-43-22(12-74-9-15(2)57)80-49(35(70)28(43)63)84-39-18(5-53)76-45(31(66)24(39)59)83-38-17(4-52)77-46(87-42)32(67)25(38)60/h14-72H,4-13H2,1-3H3/t14?,15?,16?,17-,18-,19-,20-,21-,22-,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-/m0/s1

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Application

(2-Hydroxypropyl)-γ-cyclodextrin has been used to study its inhibitory effect on complement products and the inflammation induced by cholesterol crystals (CCs) from plasma samples.[1]

Biochem/physiol Actions

(2-Hydroxypropyl)-γ-cyclodextrin (HPγCD) is a water-soluble[2] alkylated cyclodextrin derivative.[3] It has pharmaceutical potential as it may aid in enhancing the solubility of drugs for oral dosage preparations or formulations.[2] It solubilizes macromolecules, such as cholesterol.[4] It is like β cyclodextrin but solubilizes larger molecules. It favors lysosomes distribution across the cytoplasm and can modulate lysosomal dynamics and participates in lysosomal homeostasis.[4] In the Niemann pick disease model, HPγCD reduces cholesterol accumulation.[4]

Other Notes

Non-toxic solubilizer. γ-Cyclodextrin (8-glucose units) has a slightly larger cavity and can accommodate larger substrates than β-cyclodextrin.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3182
BCCK3457
BCCK9738
BCCH7289
BCCF5440

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Osmir F L Macedo et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 86, 101-106 (2011-11-08)
Here we report the preparation of a trimethoprim/2-hydroxypropyl-γ-cyclodextrin inclusion complex along with a physicochemical study, structural characterization, and molecular modeling of the complex. As main results, we observed from phase-solubility studies at two temperatures (20 °C and 35 °C) that
Role of cyclodextrins in improving oral drug delivery
Loftsson T, et al.
The American Journal of Drug and Alcohol Abuse, 261-275 (2004)
Daria Cosaceanu et al.
Cancer letters, 222(2), 173-181 (2005-05-03)
Targeted disruption of the insulin-like growth factor 1 receptor (IGF-1R) restricts proliferation of tumor cells and enhances their in vitro radiosensitivity. However, there is little information regarding the effect of IGF-1R expression and function on the lung cancer response to
Ashutosh Singhal et al.
Scientific reports, 10(1), 8663-8663 (2020-05-28)
Niemann-Pick type C (NPC) disease is a fatal neurodegenerative disorder caused by mutations in NPC1 and NPC2 genes that result in an accumulation of cholesterol in lysosomes. The majority of children with NPC die in adolescence. Currently, no FDA-approved therapies
Catherine R Barker et al.
International journal of cancer, 118(11), 2685-2693 (2005-12-31)
The modulation of DNA topology by topoisomerase II plays a crucial role during chromosome condensation and segregation in mitosis and has thus become a highly attractive target for chemotherapeutic drugs. However, these drugs are highly toxic, and so new approaches
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Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

Cyclodextrins

Techniques for solubilizing metabolically important compounds in aqueous solutions are reviewed.

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