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H5784

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin solution

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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)

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
Ratika Kunder et al.
Cell chemical biology, 29(3), 358-372 (2021-09-16)
Triple-negative breast cancer (TNBC) is the breast cancer subtype with the poorest clinical outcome. The PIM family of kinases has emerged as a factor that is both overexpressed in TNBC and associated with poor outcomes. Preclinical data suggest that TNBC
Bin Zhu et al.
Inflammation, 41(2), 643-653 (2017-12-21)
It had been demonstrated that apolipoprotein M (apoM) is an important carrier of sphingosine-1-phosphate (S1P) in blood, and the S1P has critical roles in the pathogenesis of sepsis-induced acute lung injury (ALI). In the present study, we investigated whether apoM
Maria Carolina Florian et al.
Aging cell, 19(9), e13208-e13208 (2020-08-06)
Cdc42 is a small RhoGTPase regulating multiple functions in eukaryotic cells. The activity of Cdc42 is significantly elevated in several tissues of aged mice, while the Cdc42 gain-of-activity mouse model presents with a premature aging-like phenotype and with decreased lifespan.
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