Effects of Ionized Cyclodextrin on Decomposition of Allyl Isothiocyanate in Alkaline Solutions

Ohta, Yoshio; Takatani, Kenichi; Kawakishi, Shunrô

doi:10.1271/bbb.68.433

Cited by 14 publications

(8 citation statements)

References 7 publications

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“…A similar ROESY spectrum was recorded for -CD-AITC complex, but no clear cross peak due to hostguest intermolecular NOE was observed. However, it has been shown in our previous paper 14) that the isothiocyanate group of AITC complexed with -CD is located around the secondary hydroxyl groups of -CD. Thus, the geometry of a -CD-AITC complex will be almost the same as that observed for a -CD-AITC complex.…”

Section: )mentioning

confidence: 70%

“…4. However, it has been shown in our previous article 14) that the reaction site (the isothiocyanate group) of AITC is located around the wider rim of -CD where the secondary hydroxyl groups are aligned. Thus, the model of Scheme 1 will be less probable, since the isothiocyanate group is included within the -CD cavity and far from the wider rim of -CD.…”

Section: )mentioning

confidence: 78%

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Retarding Effects of Cyclodextrins on the Decomposition of Organic Isothiocyanates in an Aqueous Solution

Ohta¹,

Matsui²,

Osawa³

et al. 2004

Bioscience, Biotechnology, and Biochemistry

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One-and two-dimensional 1 H nuclear magnetic resonance ( 1 H NMR) spectra were measured in order to estimate the dissociation constants (K diss ) and molecular geometries of cyclodextrin (CD) with three organic isothiocyanates (ITC), allyl-ITC, 3-butenyl-ITC, and 4-pentenyl-ITC, in an aqueous solution (pH 5.0, I c ¼ 0:75 M). In every ITC, the K diss values decreased in the order of -CD > -CD > -CD, and the three rod-like linear molecules of ITCs were accommodated with the best fit into the smallest cavity of -CD. By rotating-frame nuclear Overhauser enhancement spectroscopy, cross peaks were found between the H-3 of -CD and the H-1 of AITC. From the result, the molecular geometry of -CD-AITC complex presume that the isothiocyanate group of AITC is located some where around the wideing rim and a hydrophobic allyl group is included within the hydrophobic cavity of -CD.

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Section: )mentioning

confidence: 70%

Section: )mentioning

confidence: 78%

Retarding Effects of Cyclodextrins on the Decomposition of Organic Isothiocyanates in an Aqueous Solution

Ohta¹,

Matsui²,

Osawa³

et al. 2004

Bioscience, Biotechnology, and Biochemistry

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“…Thus, if these CeOH groups have a lower tendency for desprotonation than FeOOH, as evidenced by their higher pKa value (Equation (7)), their surfaces must be more inert than those of original ferrites, explaining therefore why both viscosity and D h were less affected by addition of NaOH and HNO 3 as well as why the modulus of ZP were lower for FeeNi/Zn/bCD [45].…”

Section: Characterization Of Feeni/zn and Feni/zn/bcd Suspensions In mentioning

confidence: 99%

Modulation of size and viscosity of Ni/Zn ferrites: Effect of doping with βCD and chemical treatment with HNO3 and NaOH

Corrêa

Abrishamkar

Silva

et al. 2015

Journal of Molecular Structure

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“…Several approaches have been developed to increase AITC stability. For instance, Ohta and others (2004) used cyclodextrins that included AITC as a complex. However, relatively strong physical interaction of flavor molecules and cyclodextrins may prove problematic for the release of flavor compounds (Padukka and others 2000).…”

Section: Introductionmentioning

confidence: 99%

Stability and Antimicrobial Activity of Allyl Isothiocyanate during Long‐Term Storage in an Oil‐in‐Water Emulsion

Liu¹,

Yang²

2010

Journal of Food Science

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This study investigated the stability and antimicrobial activity of allyl isothiocyanate (AITC) in medium chain triglyceride (MCT) or soybean oil (SBO) dispersed in an oil-in-water (o/w) system during long-term storage. Oil type, content, and oxidative stability affect the stability and antimicrobial activity of AITC during storage. High oil content is favorable for AITC stability in the emulsion. Notably, AITC with MCT is more stable than AITC with SBO with the same oil content. Consequently, AITC with MCT is more effective than AITC with SBO in inhibiting G(-) bacteria (E. coli O157:H7, Salmonella enterica, and Vibrio parahaemolyticus) and G(+) bacteria (Staphylococcus aureus and Listeria monocytogenes).

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Effects of Ionized Cyclodextrin on Decomposition of Allyl Isothiocyanate in Alkaline Solutions

Cited by 14 publications

References 7 publications

Retarding Effects of Cyclodextrins on the Decomposition of Organic Isothiocyanates in an Aqueous Solution

Retarding Effects of Cyclodextrins on the Decomposition of Organic Isothiocyanates in an Aqueous Solution

Modulation of size and viscosity of Ni/Zn ferrites: Effect of doping with βCD and chemical treatment with HNO3 and NaOH

Stability and Antimicrobial Activity of Allyl Isothiocyanate during Long‐Term Storage in an Oil‐in‐Water Emulsion

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