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H125

Sigma-Aldrich

(2-Hydroxypropyl)-γ-cyclodextrin

solid

Synonyme(s) :

HGC

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About This Item

Numéro CAS:
128446-34-4
Code UNSPSC :
12352201
Nomenclature NACRES :
NA.77

Forme

solid

Niveau de qualité

100

Concentration

1.000 mg/mL±0.005

Technique(s)

cell culture | mammalian: suitable

Couleur

white

Solubilité

H2O: 450 mg/mL

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

ODLHGICHYURWBS-RYJYQAAZSA-N

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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.

Actions biochimiques/physiologiques

(2-Hydroxypropyl)-γ-cyclodextrin (HPγCD) is a water-soluble alkylated cyclodextrin derivative. It has pharmaceutical potential as it may aid in enhancing the solubility of drugs for oral dosage preparations or formulations. It solubilizes macromolecules, such as cholesterol. 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. In the Niemann pick disease model, HPγCD reduces cholesterol accumulation.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL3182
BCCK3457
BCCK9738
BCCH7289
BCCF5440

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α-Cyclodextrin ≥98%

Sigma-Aldrich

C4642

α-Cyclodextrin

(2-Hydroxyethyl)-β-cyclodextrin extent of labeling: ~0.7 mol per mol cellulose

Sigma-Aldrich

389137

(2-Hydroxyethyl)-β-cyclodextrin

Acetyl-β-cyclodextrin Monoacetyl-β-cyclodextrin

Sigma-Aldrich

A3724

Acetyl-β-cyclodextrin

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
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
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
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
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Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

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Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

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Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

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