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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

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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2-Hydroxypropylated cyclodextrins as a sustained-release carrier for fragrance materials
TANAKA M, et al.
Chemical & Pharmaceutical Bulletin, 44(2), 416-420 (1996)
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)
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)
Recognition mechanism of d-and l-tryptophan enantiomers using 2-hydroxypropyl-α-or β-cyclodextrins as chiral selectors.
Malta LFB, et al.
Tetrahedron Asymmetry, 19(10), 1182-1188 (2008)
Effect of biodegradable polyrotaxanes on platelet activation.
Yui N, et al.
Bioconjugate Chemistry, 9(1), 118-125 (1998)
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