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390690

Sigma-Aldrich

(2-Hydroxypropyl)-α-cyclodextrin

average Mw ~1,180

Synonym(s):

α‐HPCD, 2OHpαCD, 2‐hydroxypropyl‐α‐CD, HPαCD, HP-α-CD

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About This Item

CAS Number:
128446-33-3
MDL number:
MFCD00197866
UNSPSC Code:
12352201
NACRES:
NA.22

form

powder

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

390690-BULK:
390690-VAR:
390690-5G:
390690-25G:

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’.

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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)
Effect of biodegradable polyrotaxanes on platelet activation.
Yui N, et al.
Bioconjugate Chemistry, 9(1), 118-125 (1998)
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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