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850501P

Avanti

CHAPSO

Avanti Polar Lipids 850501P, powder

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Synonym(s):
3-[(3-Cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulfonate
Empirical Formula (Hill Notation):
C32H58N2O8S
CAS Number:
82473-24-3
Molecular Weight:
630.88
UNSPSC Code:
12161902
NACRES:
NA.25

Assay

>98% (TLC)

form

powder

mol wt

630.88 g/mol

packaging

pkg of 1 × 1 g (850501P-1g)

manufacturer/tradename

Avanti Polar Lipids 850501P

technique(s)

protein quantification: suitable

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@@]12C(CC[C@@H]2[C@@H](CCC(NCCC[N+](C)(CC(O)CS(=O)([O-])=O)C)=O)C)C3[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)C3C[C@@H]1O

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

General description

3-(cholamidopropyl)(dimethylammonio)-2-hydroxy-1-propanesulfonate (CHAPSO) is a detergent and a bile salt analog.
Unique detergent with high CMC that solubilizes membrane-bound proteins in their native state. Capable of solubilizing opiate receptor to a state exhibiting reversible binding of opiates. Has higher solubility than CHAPS because of its more polar head group. Micellar average MW: 7000 Aggregation number: 11

Application

3-(cholamidopropyl)(dimethylammonio)-2-hydroxy-1-propanesulfonate (CHAPSO) may be used in bicelle preparation for β2-adrenergic receptor reconstitution.

Packaging

20 mL Clear Glass Screw Cap Vial (850501P-1g)

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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Konstantin E Komolov et al.
Cell, 169(3), 407-421 (2017-04-22)
The phosphorylation of agonist-occupied G-protein-coupled receptors (GPCRs) by GPCR kinases (GRKs) functions to turn off G-protein signaling and turn on arrestin-mediated signaling. While a structural understanding of GPCR/G-protein and GPCR/arrestin complexes has emerged in recent years, the molecular architecture of
W F Simonds et al.
Proceedings of the National Academy of Sciences of the United States of America, 77(8), 4623-4627 (1980-08-01)
Receptors that reversibly bind opiates and opioid peptides have been solubilized from brain and neuroblastoma-glioma hybrid cell NG108-15 membranes. Active receptors are specifically solubilized with a new type of detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate, which is a zwitterionic derivative of cholic acid. The
Yasser Qutub et al.
The journal of physical chemistry. B, 114(13), 4529-4535 (2010-03-20)
To address the interactions of hemin with phospholipid bilayers, we introduce hemin to a solution of dimyristoylphosphatidylcholine (DMPC), a long chain phospholipid, and 3-(cholamidopropyl)(dimethylammonio)-2-hydroxy-1-propanesulfonate (CHAPSO), a detergent, in which vesicles form at around 37 degrees C. We show that vesicles

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