Vascular Nano-Delivery Using Tropism and Targeting
Vladimir R. Muzykantov, MD, PhD | Founding Co-Director, CT3N at UPenn

CHAPSO

Name: CHAPSO
Brand: BOC Sciences
Rating: 5 (1 reviews)

Inquiry

Molecular Formula:

C32H58N2O8S

Molecular Weight:

630.88

CAS Number:

82473-24-3

Catalog Number:

82473-24-3

Product Information

Molecular Formula:

C32H58N2O8S

Molecular Weight:

630.88

Description

CHAPSO (3-[(3-Cholamidopropyl)-dimethylammonio]-2-hydroxy-1-propanesulfonate) is a hydroxylated derivative of CHAPS that combines enhanced hydrophilicity with the same steroidal backbone to improve protein stabilization and micellar uniformity. The additional hydroxyl group increases solvation and reduces aggregation, making CHAPSO ideal for solubilizing membrane proteins in conditions where traditional detergents are too harsh. It forms small, monodisperse micelles that preserve functional protein–lipid interactions. CHAPSO is widely employed in cryo-electron microscopy, structural proteomics, and reconstitution of fragile membrane assemblies, offering a refined balance between solubilization efficiency and preservation of biological activity in delicate lipid–protein complexes.

Synonyms

3-((3-cholamidopropyl)dimethylammonio)-2-hydroxy-1-propanesulfonate

IUPAC Name

3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]-2-hydroxypropane-1-sulfonate

Canonical SMILES

CC(CCC(=O)NCCC[N+](C)(C)CC(CS(=O)(=O)[O-])O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C

InChI

InChI=1S/C32H58N2O8S/c1-20(7-10-29(39)33-13-6-14-34(4,5)18-23(36)19-43(40,41)42)24-8-9-25-30-26(17-28(38)32(24,25)3)31(2)12-11-22(35)15-21(31)16-27(30)37/h20-28,30,35-38H,6-19H2,1-5H3,(H-,33,39,40,41,42)/t20-,21+,22-,23?,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1

InChI Key

GUQQBLRVXOUDTN-XOHPMCGNSA-N

Melting Point

184-186°C(lit.)

Flash Point

320 °F

Purity

Purity >98%

Appearance

White Crystalline Powder

Shelf Life

1 Year

Storage

Store at -20°C

Computed Properties

XLogP3

1.9

Hydrogen Bond Donor Count

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Exact Mass

630.39138799 g/mol

Monoisotopic Mass

630.39138799 g/mol

Topological Polar Surface Area

176Å²

Heavy Atom Count

Formal Charge

Complexity

1070

Isotope Atom Count

Defined Atom Stereocenter Count

Undefined Atom Stereocenter Count

Defined Bond Stereocenter Count

Undefined Bond Stereocenter Count

Covalently-Bonded Unit Count

Compound Is Canonicalized

Yes

Patents

Publication Number	Title	Priority Date
CN-114137222-A	Kit for detecting tissue metal protease inhibitor-1 in body fluid sample	2021-11-22
CN-113564051-A	Cell mass digestion dissociation liquid and cell counting method	2021-07-07
CN-113278048-A	Purification method of membrane protein	2021-05-26
CN-113061591-A	Novel firefly luciferase mutant, preparation method and application thereof	2021-03-31
CN-113061591-B	Novel firefly luciferase mutant, preparation method and application thereof	2021-03-31
US-2022077449-A1	Electrochemical cells, components thereof, and methods of their manufacture	2020-09-08
WO-2022049294-A1	Method for detecting contaminating lipase activity	2020-09-07
WO-2022049211-A1	Methods for the preparation of bioconjugates	2020-09-02
WO-2022042542-A1	A fusion protein as a subunit vaccine immunogen against sars-cov-2 and preparation method thereof	2020-08-27
WO-2022046900-A1	Methods and reagents for rapid detection of pathogens in biological samples	2020-08-25

Literatures

PMID	Publication Date	Title	Journal
22257923	2012-01-09	High-throughput crystallization of membrane proteins using the lipidic bicelle method	Journal of visualized experiments : JoVE
20235510	2010-04-08	Interactions of hemin with model erythrocyte membranes	The journal of physical chemistry. B
18480063	2008-07-11	Phosphoinositides suppress gamma-secretase in both the detergent-soluble and -insoluble states	The Journal of biological chemistry
17663636	2007-01-01	Biochemical properties of endogenous presenilin 1 and presenilin 2 in cultured human B-lymphocytes	Clinical chemistry and laboratory medicine
15912955	2005-03-01	3-O-alkyl-D-glucose derivatives induce fruit bodies of Pleurotus ostreatus	Mycological research
15456764	2004-12-03	Nicastrin, presenilin, APH-1, and PEN-2 form active gamma-secretase complexes in mitochondria	The Journal of biological chemistry
15592142	2004-10-01	Alzheimer amyloid precursor aspartyl proteinase activity in CHAPSO homogenates of Spodoptera frugiperda cells	Alzheimer disease and associated disorders
15341515	2004-09-01	Conserved residues within the putative active site of gamma-secretase differentially influence enzyme activity and inhibitor binding	Journal of neurochemistry
15222759	2004-07-06	Effect of membrane perturbants on the activity and phase distribution of inositol phosphorylceramide synthase; development of a novel assay	Biochemistry
12857757	2003-09-26	Assembly of the gamma-secretase complex involves early formation of an intermediate subcomplex of Aph-1 and nicastrin	The Journal of biological chemistry

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