Micelle formation of bile salts and zwitterionic derivative as studied by two-dimensional NMR spectroscopy

Chemistry and Physics of Lipids
Noriaki FunasakiShun Hirota

Abstract

The self-association of sodium taurodeoxycholate (NaTDC) and a zwitterionic derivative of cholic acid (CHAPS) in deuterium oxide was investigated by one- and two-dimensional nuclear magnetic resonance spectroscopy (NMR) spectroscopy. Analysis of the concentration dependence of the chemical shifts of several protons suggested that NaTDC and CHAPS form nonamers and heptamers, respectively, as well as dimer. The equilibrium constants of dimerization and the micellar aggregation numbers are close to the literature values. From the intensities of intermolecular cross-peaks in the nuclear Overhauser effect spectroscopy (NOESY) and rotating frame nuclear Overhauser effect spectroscopy (ROESY) spectra of NaTDC and CHAPS micellar solutions, partial structures of their micelles were estimated. The CHAPS micelle consists mainly of the back-to-back association, similarly to taurocholate (NaTC). However, the NaTDC micelle consists of the back-to-face association, because the face of NaTDC is rather hydrophobic. Furthermore, the back of bile molecules forms a convex plane and the face forms a concave plane. The back-to-face structure of NaTDC will be stabilized by a close contact between these planes. The chemical shift changes of several pr...Continue Reading

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Citations

Feb 22, 2011·Applied and Environmental Microbiology·Arsalan Haseeb ZaidiArnold J M Driessen
Apr 1, 2015·Journal of Liposome Research·Himang MujooIan G Tucker
Mar 30, 2010·Chemistry and Physics of Lipids·Keisuke MatsuokaKazutoyo Endo
Nov 24, 2007·Colloids and Surfaces. B, Biointerfaces·Rebekah Baskin, Laura D Frost
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Sep 4, 2015·Chemistry and Physics of Lipids·Parijat Sarkar, Amitabha Chattopadhyay
Nov 19, 2013·Biochimica Et Biophysica Acta·P M RodiA M Gennaro
Aug 6, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Ramon Barnadas-Rodríguez, Josep Cladera
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Jan 15, 2014·The Journal of Physical Chemistry. B·Marta GubitosiLuciano Galantini
Jul 23, 2013·Journal of Pharmaceutical and Biomedical Analysis·Benedetto NataliniMaura Marinozzi
Jun 29, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mirela EnacheMadalin I Enache
Oct 3, 2017·Journal of Oleo Science·Keisuke Matsuoka, Atsushi Yamamoto
Nov 20, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Smruti Snigdha MishraUsharani Subuddhi
Mar 3, 2010·The Journal of Physical Chemistry. B·Xianguo QinXu Zhang
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Feb 17, 2011·The Journal of Physical Chemistry. B·Xianguo QinDaiwen Yang

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