Substituent Effects on Binding Constants of Carotenoids to n-Heptane/AOT Reverse Micelles

Correa, N. Mariano; Durantini, Edgardo N.; Silber, Juana J.

doi:10.1006/jcis.2001.7640

Cited by 29 publications

(33 citation statements)

References 41 publications

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“…To know the location of molecular probes in the aggregates, can give information about their residing place in biological systems. 6 We have previously studied the properties of a series of nitroanilines, 17 diphenylamines, 18 carotenoids 19 and amines 20 in reverse micelles of AOT in n-hexane or n-heptane at different W 0 .…”

Section: Introductionmentioning

confidence: 99%

“…However upon addition of water, the partition constants diminish because there is a competition between the hydrogen bond donor solutes and water as solvating agent for the AOT. [17][18][19] Besides water, some polar organic solvents, having high dielectric constants and very low solubility in hydrocarbon solvents, can also be encapsulated in reverse micelles. 21 The most common polar solvents used include formamide (FA), dimethylformamide (DMF), dimethylacetamide (DMA), ethylene glycol (EG), propylene glycol (PG), and glycerol (GY).…”

Section: Introductionmentioning

confidence: 99%

“…Taking into account the studies in pure solvents 17 such a red shift can be partly interpreted owing to the greater polarity of the micelle interface with regard to the organic solvent 12 but also because the hydrogen bond acceptor ability of the polar heads of the surfactant. [17][18][19][20] Thus, in this system, o-NA is acting as hydrogen bond donor through the NH 2 group. Figures 2 and 3 show typical spectra of o-NA in n-heptane/AOT nonaqueous reverse micelles as a function of AOT concentration at W S = 2, for GY and DMA respectively.…”

mentioning

confidence: 99%

“…17 It was also demonstrated that the presence of water in the reverse micelles made the K b value diminish because of competition between -NH group and water as solvating agents for the AOT headgroup. [17][18][19] We have shown that water and GY bind through hydrogen bonds to the SO 3 -group of AOT removing the Na + counterions from the interface. 48 Also, the strength of this interaction is greater for GY than water.…”

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confidence: 99%

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Binding of o-nitroaniline to nonaqueous AOT reverse micelles

Falcone¹,

Silber²,

Biasutti³

et al. 2011

Arkivoc

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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confidence: 99%

mentioning

confidence: 99%

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Binding of o-nitroaniline to nonaqueous AOT reverse micelles

Falcone¹,

Silber²,

Biasutti³

et al. 2011

Arkivoc

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“…Since it was discovered that proteins could be solubilized in reverse micelles, many researchers have studied on the protein extraction and enzymatic reactions by using RVMS. [1][2][3][4][5][6][7][8][9][10][11][12] Among various factors, pH and ionic strength are dominant factors for the reverse micellar extraction process. By controlling these parameters, the extracted fraction can be varied via variations of electrostatic, hydrophobic and steric interactions between proteins and micelles.…”

Section: Introductionmentioning

confidence: 99%

Back-Extraction Processes of C.C.Lipase with Mediated AOT Reverse Micellar System

2004

Bulletin of the Korean Chemical Society

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The relationship between the behaviors of c.c.lipase back-extraction and their percolation phenomena by using AOT reverse micellar systems (RVMS) has been studied by the addition of a small amount of additives to organic phase such as thiols and nonionic-surfactants focusing on micelle-micelle interactions. The values of β t defined by the variation of percolation processes and back-extraction behaviors of c.c.lipase have a good linear correlation. The hydrophobicity of additive molecules suppressing the cluster formation of reverse micelles (high values of β t ) improved the back-extraction behavior of c.c.lipase. The back-extraction fraction and its rate of c.c.clipase are increased with decreasing of the value of hydrophilic lipophilic balance (HLB) and increasing of the hydrophobicity per additive molecules added to reverse micellar systems (RVSM) in the same additives concentration.

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Cationic Reverse Micelles Create Water with Super Hydrogen‐Bond‐Donor Capacity for Enzymatic Catalysis: Hydrolysis of 2‐Naphthyl Acetate by α‐Chymotrypsin

Moyano

Falcone

Mejuto

et al. 2010

Chemistry A European J

101

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Reverse micelles (RMs) are very good nanoreactors because they can create a unique microenvironment for carrying out a variety of chemical and biochemical reactions. The aim of the present work is to determine the influence of different RM interfaces on the hydrolysis of 2-naphthyl acetate (2-NA) by alpha-chymotrypsin (alpha-CT). The reaction was studied in water/benzyl-n-hexadecyldimethylammonium chloride (BHDC)/benzene RMs and, its efficiency compared with that observed in pure water and in sodium 1,4-bis-2-ethylhexylsulfosuccinate (AOT) RMs. Thus, the hydrolysis rates of 2-NA catalyzed by alpha-CT were determined by spectroscopic measurements. In addition, the method used allows the joint evaluation of the substrate partition constant K(p) between the organic and the micellar pseudophase and the kinetic parameters: catalytic rate constant k(cat), and the Michaelis constant K(M) of the enzymatic reaction. The effect of the surfactant concentration on the kinetics parameters was determined at constant W(0)=[H(2)O]/[surfactant], and the variation of W(0) with surfactant constant concentration was investigated. The results show that the classical Michaelis-Menten mechanism is valid for alpha-CT in all of the RMs systems studied and that the reaction takes place at both RM interfaces. Moreover, the catalytic efficiency values k(cat)/K(M) obtained in the RMs systems are higher than that reported in water. Furthermore, there is a remarkable increase in alpha-CT efficiency in the cationic RMs in comparison with the anionic system, presumably due to the unique water properties found in these confined media. The results show that in cationic RMs the hydrogen-bond donor capacity of water is enhanced due to its interaction with the cationic interface. Hence, entrapped water can be converted into "super-water" for the enzymatic reaction studied in this work.

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Substituent Effects on Binding Constants of Carotenoids to n-Heptane/AOT Reverse Micelles

Cited by 29 publications

References 41 publications

Binding of o-nitroaniline to nonaqueous AOT reverse micelles

Binding of o-nitroaniline to nonaqueous AOT reverse micelles

Back-Extraction Processes of C.C.Lipase with Mediated AOT Reverse Micellar System

Cationic Reverse Micelles Create Water with Super Hydrogen‐Bond‐Donor Capacity for Enzymatic Catalysis: Hydrolysis of 2‐Naphthyl Acetate by α‐Chymotrypsin

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