pH-responsive aggregation states of chiral polymerizable amphiphiles from L-tyrosine and L-phenyl alanine in water

Sodium salts of maleamic acid derivatives of lauryl ester of tyrosine (MTNa) and phenyl alanine (MPNa) in water exhibited strong pH-responsive behaviors of viscosity and specific conductivity that originate from the concentration and pH dependence of their aggregation states. The aggregates were cha...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 29(2013), 19 vom: 14. Mai, Seite 5734-41
1. Verfasser: Singh, Jasmeet (VerfasserIn)
Weitere Verfasser: Ranganathan, Radha, Angayarkanny, S, Baskar, Geetha, Mandal, A B
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2013
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't Surface-Active Agents Water 059QF0KO0R Tyrosine 42HK56048U Phenylalanine 47E5O17Y3R
LEADER 01000caa a22002652 4500
001 NLM226721817
003 DE-627
005 20240514231855.0
007 cr uuu---uuuuu
008 231224s2013 xx |||||o 00| ||eng c
024 7 |a 10.1021/la4008922  |2 doi 
028 5 2 |a pubmed24n1407.xml 
035 |a (DE-627)NLM226721817 
035 |a (NLM)23590729 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Singh, Jasmeet  |e verfasserin  |4 aut 
245 1 0 |a pH-responsive aggregation states of chiral polymerizable amphiphiles from L-tyrosine and L-phenyl alanine in water 
264 1 |c 2013 
336 |a Text  |b txt  |2 rdacontent 
337 |a ƒaComputermedien  |b c  |2 rdamedia 
338 |a ƒa Online-Ressource  |b cr  |2 rdacarrier 
500 |a Date Completed 10.12.2013 
500 |a Date Revised 14.05.2024 
500 |a published: Print-Electronic 
500 |a Citation Status MEDLINE 
520 |a Sodium salts of maleamic acid derivatives of lauryl ester of tyrosine (MTNa) and phenyl alanine (MPNa) in water exhibited strong pH-responsive behaviors of viscosity and specific conductivity that originate from the concentration and pH dependence of their aggregation states. The aggregates were characterized by a novel spin-probe-partitioning electron paramagnetic resonance (SPPEPR) method and dynamic light scattering (DLS). Results of high-precision fitting of the second-harmonic EPR spectra of the small spin probe di-tert-butyl nitroxide (DTBN) in these aggregates together with viscosity, conductivity, and DLS showed that, at pH ~ 7.54, MTNa formed micelles and MPNa vesicles and MTNa exhibited a pH-induced micelle to vesicle transition as pH was lowered toward 6. MTNa, at pH ~ 7.54, formed small micelles at low concentrations that transformed to long worm-like micelles for concentrations ≥ 0.05 M, accompanied by a 30-fold increase in solution viscosity. The hydrodynamic radii from DLS confirmed the presence of small micellar aggregates of radius ~ 2 nm in MTNa at pH ~ 7.54 at the lower concentrations, with coexisting micelles (~2 nm) and vesicles (~50 nm) at pH near 6.5, vesicles (radii ~ 70 nm) at pH near 6, and large vesicles (85 nm) in MPNa at pH ~ 7.60. Both MTNa and MPNa precipitated upon reduction of pH below 6 and below 7, respectively. The rate of transfer of DTBN between the aqueous phase and the aggregate was calculated from the high-field Lorentzian linewidths of the electron paramagnetic resonance (EPR) spectra. The activation energy for the transfer determined from the temperature dependence of the rate of transfer is 12.7 kJ/mol for MTNa vesicles (pH ~ 6) and 20.6 ± 1.3 kJ/mol for MPNa (pH ~ 7.60). The pH-induced transformations were reversible 
650 4 |a Journal Article 
650 4 |a Research Support, N.I.H., Extramural 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Surface-Active Agents  |2 NLM 
650 7 |a Water  |2 NLM 
650 7 |a 059QF0KO0R  |2 NLM 
650 7 |a Tyrosine  |2 NLM 
650 7 |a 42HK56048U  |2 NLM 
650 7 |a Phenylalanine  |2 NLM 
650 7 |a 47E5O17Y3R  |2 NLM 
700 1 |a Ranganathan, Radha  |e verfasserin  |4 aut 
700 1 |a Angayarkanny, S  |e verfasserin  |4 aut 
700 1 |a Baskar, Geetha  |e verfasserin  |4 aut 
700 1 |a Mandal, A B  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 29(2013), 19 vom: 14. Mai, Seite 5734-41  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:29  |g year:2013  |g number:19  |g day:14  |g month:05  |g pages:5734-41 
856 4 0 |u http://dx.doi.org/10.1021/la4008922  |3 Volltext 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_22 
912 |a GBV_ILN_350 
912 |a GBV_ILN_721 
951 |a AR 
952 |d 29  |j 2013  |e 19  |b 14  |c 05  |h 5734-41