Skip to Content
Merck
All Photos(2)

Documents

810611P

Avanti

CNO

Avanti Research™ - A Croda Brand 810611P, powder

Synonym(s):

25-doxyl-cholesterol

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C30H50NO3
CAS Number:
109024-15-9
Molecular Weight:
472.72
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

composition

(contains 10-15% of the ring-opened ketone, TLC)

packaging

pkg of 1 × 1 mg (810611P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810611P

lipid type

ESR probes
ESR probes

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](CC[C@]1([C@](CC=C2C[C@H](CC[C@]32C)O)4[H])[H])([C@]1(CC[C@@]43[H])C)[C@H](C)CCCC5(OCC(C)(C)N5[O])C

InChI

1S/C30H50NO3/c1-20(8-7-15-30(6)31(33)27(2,3)19-34-30)24-11-12-25-23-10-9-21-18-22(32)13-16-28(21,4)26(23)14-17-29(24,25)5/h9,20,22-26,32H,7-8,10-19H2,1-6H3/t20-,22+,23?,24-,25?,26?,28+,29-,30?/m1/s1

InChI key

VPKXVMQRURBFJA-AQHLAHBHSA-N

General description

A new paramagnetic analogue of cholesterol as a tool for studying molecular interactions of genuine cholesterol.

Application

CNO (25-doxyl-cholesterol) has been used in 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) liposomes reconstituted with mammalian translocator protein (mTSPO) (mTSPO:DMPC molar ratio of 1:20) for nuclear magnetic resonance (NMR) experiments.
CNO has been used to study the interactions of membrane proteins with cholesterol.

Biochem/physiol Actions

CNO (25-doxyl-cholesterol) is an analog for native cholesterol. It is used in the preparation of multilamellar vesicles. It is used as a spin-labelled analog of cholesterol.

Packaging

5 mL Amber Glass Screw Cap Vial (810611P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Characterization of the ternary mixture of sphingomyelin, POPC, and cholesterol: support for an inhomogeneous lipid distribution at high temperatures
Bunge A, et al.
Biophysical Journal, 94(7), 2680-2690 (2008)
Influence of the bovine seminal plasma protein PDC-109 on cholesterol in the presence of phospholipids
Muller P, et al.
European Biophysics Journal, 31(6), 438-447 (2002)
L Maurin et al.
Biochimica et biophysica acta, 900(2), 239-248 (1987-06-30)
The synthesis of a new paramagnetic (nitroxide) analogue of cholesterol is described. This compound (called CNO) contains a doxyl group in the lateral chain at position 25. Our results show that CNO retains three molecular interactions which characterize authentic cholesterol:
Insights into Cholesterol/Membrane Protein Interactions Using Paramagnetic Solid-State NMR
Jaipuria G, et al.
Chemistry?A European Journal , 24(66), 17606-17611 (2018)
Insights into cholesterol/membrane protein interactions using paramagnetic solid-state NMR
Jaipuria G, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 24(66), 17606-17611 (2018)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service