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Sigma-Aldrich

(2-Hydroxypropyl)-α-cyclodextrin

average Mw ~1,180

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Synonym(s):
α‐HPCD, 2OHpαCD, 2‐hydroxypropyl‐α‐CD, HPαCD, HP-α-CD
CAS Number:
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.22

form

powder

Quality Level

optical activity

[α]20/D +125°, c = 1 in H2O

mol wt

average Mw ~1,180

extent of labeling

0.6 molar substitution

mp

245 °C (dec.) (lit.)

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General description

(2-Hydroxypropyl)-α-cyclodextrin is a hydroxyalkyl derivative of cyclodextrin, which is generally used as a substitute of α-cyclodextrin for potential application in food, cosmetics and pharmaceutical industries. It may be used as a parenteral drug carrier on account of its attractive characteristics such as: a greater extent of solubility in water, high dissolution capacity for weakly soluble analytes, and low toxicity.

Application

  • (2-Hydroxypropyl)-α-cyclodextrin can be used as a chiral selector to resolve tryptophan racemate by capillary electrophoresis.
  • It can be used to synthesize biodegradable polyrotaxanes for fabricating blood-contacting devices.
  • Co-polymer based on (2-hydroxypropyl)-α-cyclodextrin cross-linked with polyethylenimine can be used as a gene delivery vector.
  • It can also be used as stabilizer for antibacterial iodine formulations, as it forms a stable inclusion complex with iodine and improves aqueous solubility.

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Effect of biodegradable polyrotaxanes on platelet activation.
Yui N, et al.
Bioconjugate Chemistry, 9(1), 118-125 (1998)
A novel co-polymer based on hydroxypropyl α-cyclodextrin conjugated to low molecular weight polyethylenimine as an in vitro gene delivery vector.
Huang H, et al.
International Journal of Molecular Sciences, 9(11), 2278-2289 (2008)
Interaction of iodine with 2-hydroxypropyl-α-cyclodextrin and its bactericidal activity.
Tomono K, et al.
Drug Development and Industrial Pharmacy, 28(10), 1303-1309 (2002)
2-Hydroxypropylated cyclodextrins as a sustained-release carrier for fragrance materials
TANAKA M, et al.
Chemical & Pharmaceutical Bulletin, 44(2), 416-420 (1996)
Benguo Liu et al.
Food chemistry, 134(2), 926-932 (2012-10-31)
The inclusion complexation of (2-hydroxypropyl)-cyclodextrins with flavanones was investigated by phase solubility measurements, as well as thermodynamic and quantum chemical methods. Inclusion complexes were formed between (2-hydroxypropyl)-α-cyclodextrin (HP-α-CD), (2-hydroxypropyl)-β-cyclodextrin (HP-β-CD), (2-hydroxypropyl)-γ-cyclodextrin (HP-γ-CD) and β-cyclodextrin (β-CD) and four flavanones (naringenin, naringin

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