Photophysical Behaviour of Novel Quaternary Pyrenoyl Salts and Their Sensitivity Towards Bile Salt Micellization.
Bile salt
Fluorescence
Micellization
Pyrenoyl salts
Sodium deoxycholate
Journal
Journal of fluorescence
ISSN: 1573-4994
Titre abrégé: J Fluoresc
Pays: Netherlands
ID NLM: 9201341
Informations de publication
Date de publication:
Jul 2022
Jul 2022
Historique:
received:
02
02
2022
accepted:
11
04
2022
pubmed:
14
5
2022
medline:
14
7
2022
entrez:
13
5
2022
Statut:
ppublish
Résumé
The present work describes the synthesis and characterization of pyrene derivatives, N-(1-Pyrenoylmethyl) pyridinium bromide (PM-PB) and N-(1-Pyrenoylmethyl)-N,N,N-triethylammonium bromide (PM-TAB). The photophysical behavior of these molecules has been studied in various protic and aprotic solvents. Using steady state fluorescence intensity, fluorescence anisotropy and dynamic fluorescence lifetime studies, the sensitivity of these molecules towards the micellization process of bile salts has been monitored. These derivatives have been effectively used in estimating critical micellar concentration (CMC) of bile salt, sodium deoxycholate (NaDC).
Identifiants
pubmed: 35553318
doi: 10.1007/s10895-022-02955-w
pii: 10.1007/s10895-022-02955-w
doi:
Substances chimiques
Bile Acids and Salts
0
Bromides
0
Micelles
0
Salts
0
Deoxycholic Acid
005990WHZZ
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1557-1563Informations de copyright
© 2022. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.
Références
Niko Y, Hiroshige Y, Kawauchi S, Konishi G (2012) Tetrahedron 68:6177–6185. and reference therein
doi: 10.1016/j.tet.2012.05.072
Subuddhi U, Haldar S, Sankararaman S, Mishra AK (2006) Photochem Photobiol Sci 5:459–466
doi: 10.1039/b600009f
Subuddhi U, Haldar S, Sankararaman S, Mishra AK (2008) J Photochem Photobiol, A 200:381–387
doi: 10.1016/j.jphotochem.2008.09.001
Sarkar I, Hemamalini A, Das TM, Mishra AK (2016) RSC Adv 6:27933–27943
doi: 10.1039/C5RA26146E
Milosavljevic BH, Thomas JK (1988) J Phys Chem 92:2997–3001
doi: 10.1021/j100321a057
Su FK, Liau GF, Hong JL (2007) J Polym Sci Part B Polym Phys 45:920–929
doi: 10.1002/polb.21136
Miller E, Styczynska DJ (2009) Spectrochimica Acta Part A 72:312–321
doi: 10.1016/j.saa.2008.09.027
Coleman R (1987) Bile salts and biliary lipids. Kenneth S. Dodgson memorial symposium. Biochem Soc Trans 15:S68–S89
doi: 10.1042/bst0150068
Notter RH (2000) Lung surfactants: basic science and clinical applications. Marcel Dekker Inc., New York
doi: 10.1201/9781482270426
Erlinger S (1987) Physiology of bile secretion and enterohepatic circulation. Physiology of the gastrointestinal tract. Raven Press, New York
Mohapatra M, Mishra AK (2010) J Phys Chem B 114:14934–14940
doi: 10.1021/jp103855q
Mohapatra M, Mishra AK (2011) Langmuir 27:13461–13467
doi: 10.1021/la203028s
Mohapatra M, Mishra AK (2013) Langmuir 29:11396–11404
doi: 10.1021/la402355j
Carey MC, Small DM (1972) Arch Intern Med 130:506
doi: 10.1001/archinte.1972.03650040040005
Gouin S, Zhu XX (1988) Langmuir 14:4025
doi: 10.1021/la971155w
Ranajit P, Mathew MK, Narayanan R, Balaram P (1979) Chem Phys Lipids 25:345
doi: 10.1016/0009-3084(79)90073-2
Nakashima T, Anno T, Kanda H, Sato Y, Kuroi T, Fujji H, Nagadome S, Sugihara G (2002) Colloids Surf B 24:103
doi: 10.1016/S0927-7765(01)00222-3
Subuddhi U, Mishra AK (2007) Colloids Surf B 57:102–107
doi: 10.1016/j.colsurfb.2007.01.009
Reis S, Moutinho CG, Matos C, de Castro B, Gameiro P, Lima JL (2004) Anal Biochem 334:117–126
doi: 10.1016/j.ab.2004.07.017
Abraham MH, Taft RW (1983) J Org Chem 48:2877–2887
doi: 10.1021/jo00165a018
Tripathi AK, Mohapatra M, Mishra AK (2015) Phys Chem Chem Phys 17:29985
doi: 10.1039/C5CP04263A
Deck LM, Daub GH (1987) J Org Chem 48:3577–3580
doi: 10.1021/jo00168a048
Jana A, Atta S, Sarkar SK, Singh NP (2010) Tetrahedron 66:9798–9807
doi: 10.1016/j.tet.2010.10.090
Mishra A, Daswal S (2007) Colloid Polym Sci 285:397–404
doi: 10.1007/s00396-006-1569-5
Jacques J, Marquet A (1973) Org Synthesis 53:111
doi: 10.15227/orgsyn.053.0111
Spijker NM, Van den Braken-Van Leersum AM, Lugtenburg J, Cornelisse J (1990) J Org Chem 55:756–758
doi: 10.1021/jo00289a062
Gridin VV, Kim TK, Bekkerman A, Bulatov V, Jung KH, Schechtera I (2003) Eur J Mass Spectrom 9:187
doi: 10.1255/ejms.543
Songjie Yu, Song Liu Yu, Lan BV, Li X (2015) J Am Chem Soc 137:1623–1631
doi: 10.1021/ja511796h
Marcus Y (1991) J Solution Chem 20:929–944
doi: 10.1007/BF01074953