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. 2021 Mar 30;26(7):1942. doi: 10.3390/molecules26071942

Table 4.

Summary of NMR interaction studies between porphyrins and surfactant micelles.

Porphyrin
(Guest)
Macromolecule
(Host)
NMR Technique Result Ref
TPPS4
Zn(II)TPPS4
Cu(II)TPPS4
VO2+TPPS4
CTAB
SDS
TX-100
1H NMR chem. shift perturbation of host
1H NMR spectral appearance of guest
Encapsulation in hydrophobic core of CTAB and TX-100 micelles
Disaggregation in CTAB, TX-100
SDS promotes aggregation, no insertion
[175]
TPPS4 CTAC
HPS
LPC
1H NMR chem. shift perturbation of host
1H NMR spectral appearance of guest
1D NOE spectroscopy
1H T1 relaxation times
CTAC and HPS micelles: TPPS4 localizes in the hydrophobic core
Reduced molecular mobility of TPPS4
LPC micelles: TPPS4 intercalates involving the polar head region
Fast exchange between free and bound states
[207]
TPPS4
Fe(III)TPPS4
Zn(II)TPPS4
CTAC
LPC
1H NMR chem. shift perturbation of host; pH dependence
1H NMR spectral appearance of guest
1H T1 relaxation time
TPPS4, Zn(II)-, Fe(III)TPPS4:
Incorporate into CTAC and LPC micelles in the core region
pH-dependent aggregation of Fe(III)TPPS4 in micelles
[208]
TMPyP
Zn(II)TMPyP
Cu(II)TMPyP
VO2+TMPyP
CTAB
SDS
TX-100
1H NMR chem. shift perturbation of host
1H NMR spectral appearance of guest
All solubilized by SDS micelles but not by CTAB and TX-100
Monomerization in SDS
[209]
Pt(Cy2dim)Me]4(TpyP) a SDS
TX-100
1H NMR chem. shift perturbation of host Location in hydrophobic region of SDS micelles; Low solubility in TX-100 [210]
p-(OH)-phenyl-TPP
p-(COOH)-phenyl-TPP
p-(NH2)-phenyl-TPP
p-(NO2)-phenyl-TPP
TTAB
SDS
TX-100
1H NMR chem. shift perturbation of host
1H NMR chem. shift titration with guest
1H NMR spectral appearance of guest
Insertion inhibited by electrostatic repulsion
p-(NO2)-TPP not inserted in any micelles
p-(OH)-phenyl-TPP inserted in all micelles most efficiently
[211]
TPPS4 CTAB 1H NMR spectral appearance of guest
1H NMR chem. shift titration with host
Below cmc: Premicellar aggregates
Above cmc: Micellar insertion and monomerization
[212]
TPPOC3Py SDS 1H NMR chem. shift perturbation of host Below cmc: Premicellar aggregates
Above cmc: Intercalation among SDS chains, monomerization
[213]
Fe(III)TPPS4
Zn(II)TPPS4,
CTAC
HPS
Brij-35
TX-100
1H NMR chem. shift perturbation of host
1H NMR spectral appearance of guest
Fe(III)TPPS4, Zn(II)TPPS4, embedded in hydrophobic core of the micelles [214]
Co(III)TPPS4(imidazole)2 CTAB 1D selective NOE spectroscopy Closer location near the CTAB micellar core [215]
Sn(IV)TPPS4(OH)2
Sn(IV)TPPS4(Met)2
Sn(IV)TPPS4(Tyr)2
CTAB 1D selective NOE spectroscopy Closer location near the CTAB micellar core [216]
Ce6, Ce4
Ce6 derivatives
DPIX, PPIX, HPIX and derivatives
DHPC 1H NMR spectral appearance of guest Chlorin derivatives: Monomerized in DHPC micelles
Porphyrin derivatives: Only weak interactions, no disaggregation
[84]

a Cy2dim: dicyclohexyldiimine.

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