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H5784

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin solution

Synonym(s):

Hydroxypropyl-β-cyclodextrin

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About This Item

Linear Formula:
(C6H9O5)7 · (C3H7O)4.5
MDL number:
MFCD00069372
UNSPSC Code:
12352201
PubChem Substance ID:
24895710
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

form

solution (clear, colorless)

mol wt

~1396 Da

concentration

45 % (w/v) in H2O

storage temp.

2-8°C

SMILES string

CC(O)COCC1OC2OC3C(COCC(C)O)OC(OC4C(COCC(C)O)OC(OC5C(COCC(C)O)OC(OC6C(COCC(C)O)OC(OC7C(COCC(C)O)OC(OC8C(COCC(C)O)OC(OC1C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C8OCC(C)O)C(OCC(C)O)C7OCC(C)O)C(OCC(C)O)C6OCC(C)O)C(OCC(C)O)C5OCC(C)O)C(OCC(C)O)C4OCC(C)O)C(OCC(C)O)C3OCC(C)O

InChI

1S/C105H196O56/c1-50(106)22-127-43-71-78-85(134-29-57(8)113)92(141-36-64(15)120)99(148-71)156-79-72(44-128-23-51(2)107)150-101(94(143-38-66(17)122)86(79)135-30-58(9)114)158-81-74(46-130-25-53(4)109)152-103(96(145-40-68(19)124)88(81)137-32-60(11)116)160-83-76(48-132-27-55(6)111)154-105(98(147-42-70(21)126)90(83)139-34-62(13)118)161-84-77(49-133-28-56(7)112)153-104(97(146-41-69(20)125)91(84)140-35-63(14)119)159-82-75(47-131-26-54(5)110)151-102(95(144-39-67(18)123)89(82)138-33-61(12)117)157-80-73(45-129-24-52(3)108)149-100(155-78)93(142-37-65(16)121)87(80)136-31-59(10)115/h50-126H,22-49H2,1-21H3

InChI key

DCQLZTSRKLWEAB-UHFFFAOYSA-N

General description

2-hydroxypropyl-β-cyclodextrin is obtained by chemical modification of cyclic oligosaccharide, β-cyclodextrins. It is used as a potential adjuvant for vaccines. 2-hydroxypropyl-β-cyclodextrin in an aqueous buffer increases the solubility of drugs. It is non-toxic in mice and rabbits. The formation of drug/cyclodextrin complexes is a rapidly reversible reaction and complexes exist both in solution and crystalline states. Solutions of many such complexes may be lyophilized to produce freely soluble powders which may be compressed into tablets.

Application

(2-Hydroxypropyl)-β-cyclodextrin solution has been used:
  • to prepare a fresh solution of Cdc42 activity-specific inhibitor (CASIN) drug for analysis of the epigenetic aging signature in C57BL/6 mice
  • to prepare the solution of remodelin and remodelin Fluor for assessment of remodelin toxicity in vivo in mice
  • as a constituent of sodium citrate solution for reconstitution of carfilzomib (PR-171)

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Sun Kyung Kim et al.
Frontiers in immunology, 7, 435-435 (2016-11-05)
2-Hydroxypropyl-β-cyclodextrin (HP-β-CD) is a chemically modified cyclic oligosaccharide produced from starch that is commonly used as an excipient. Although HP-β-CD has been suggested as a potential adjuvant for vaccines, its immunological properties and mechanism of action have yet to be
Min K Lee et al.
Pain, 139(2), 367-375 (2008-06-21)
This study provides the first demonstration that central cannabinoids modulate the antinociceptive actions of metabotropic glutamate receptors (mGluRs) on formalin-induced temporomandibular joint (TMJ) nociception. Noxious scratching behavior induced by formalin injection in the TMJ was used as a model of
Clemens Bönisch et al.
Mammalian genome : official journal of the International Mammalian Genome Society, 27(1-2), 17-28 (2015-12-15)
Epigenetic inheritance (EI) of metabolic phenotypes via the paternal lineage has been shown in rodent models of diet-induced obesity (DIO). However, the factors involved in soma-to-germline information transfer remain elusive. Here, we address the role of alterations in insulin, leptin
Kristine O Vasquez et al.
The Journal of pharmacology and experimental therapeutics, 361(1), 87-98 (2017-01-25)
Hepatocellular and cholestatic forms of drug-induced liver injury (DILI) are major reasons for late-stage termination of small-molecule drug discovery research projects. Biochemical serum markers are limited in their ability to sensitively and specifically detect both of these common DILI forms
Elisabete F Carapuça et al.
The Journal of pathology, 239(3), 286-296 (2016-04-12)
Stromal targeting for pancreatic ductal adenocarcinoma (PDAC) is rapidly becoming an attractive option, due to the lack of efficacy of standard chemotherapy and increased knowledge about PDAC stroma. We postulated that the addition of stromal therapy may enhance the anti-tumour
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Articles

Cyclodextrin Solubility Table

Solubility of common cell culture components in water and in a solution of 2-Hydroxylpropyl beta-cyclodextrin. Cyclodextrin is a non-toxic compound useful for its ability to solubilize fat soluble vitamins and hormones.

Cyclodextrins

Many metabolically important compounds, such as lipid-soluble vitamins and hormones, have very low solubilities in aqueous solutions. Various techniques have been used to solubilize these compounds in tissue culture, cell culture, or other water-based applications.

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