Conformation of Amylose and its Derived Products. I. Infrared Spectra of Amylose and its Oligomers in the Amorphous Solid Phase and in Solution

Casu, Benito; Reggiani, M.

doi:10.1002/star.19660180704

Cited by 45 publications

(8 citation statements)

References 31 publications

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“…NS formation 1:6 and 1:10 first detected by the ferric chloride test was confirmed by FTIR through the presence of the characteristic absorption bands of NS, i.e., the carbonyl group (C=O) at 1748 cm −1 and the carbonate (O-C=O-O) band at 1256 cm −1 esterified to the β-CD hydroxyl groups (Table 1) (Field et al 2008;Swaminathan et al 2010;Trotta et al 2014). Table 1 also shows characteristic bands of β-CD at 1410 cm −1 (OH), 1298 cm −1 (CH), and 1151 cm −1 (C-O-C, glycosidic bonds), and the breathing ring at 945 cm −1 (Casu and Reggiani 1966;Field et al 2008). The glycosidic bonds (C-O-C) and β-CD breathing ring are also important to show whether the β-CD is intact or hydrolyzed, and finally cyclic carbonates show a characteristic band at 1810 cm −1 (impurities) (Trotta et al 1993).…”

Section: Discussionmentioning

confidence: 97%

Carbonate-β-Cyclodextrin-Based Nanosponge as a Nanoencapsulation System for Piperine: Physicochemical Characterization

Garrido

González

Hermosilla

et al. 2019

J Soil Sci Plant Nutr

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Piperine (PIP) is a nitrogenous substance whose application in food is still limited due to its low solubility in water, low bioavailability, and high pungency. Nanosponges (NS) can selectively capture, transport, and release a wide variety of substances and mask unpleasant flavors. The objective of this study was to evaluate carbonate-β-cyclodextrin-based NS formation as a nanoencapsulation system for PIP. The NS were formed with a cyclic oligosaccharide (β-cyclodextrin) to a cross-linker (diphenyl carbonate

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Section: Discussionmentioning

confidence: 97%

Carbonate-β-Cyclodextrin-Based Nanosponge as a Nanoencapsulation System for Piperine: Physicochemical Characterization

Garrido

González

Hermosilla

et al. 2019

J Soil Sci Plant Nutr

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“…In the mid-1960s, the works of Professor Benito Casu (G. Ronzoni Institute, Italy) on the structure and the conformations of amylose, using the then highly innovative spectrometric techniques, were acknowledged to have made an important contribution. − Benito Casu, born in 1927 in Brescia (Italy), studied chemistry at the universities of Milan and Pavia and obtained the professorship in Chemical Spectroscopy in 1968. Casu was a Harold Hibbert Memorial Fellow (1968–1969) at the Department of Chemistry of McGill University of Montreal, guest of Professor Arthur S. Perlin as visiting scientist.…”

Section: Exploration: 1950–1970mentioning

confidence: 99%

Review: A History of Cyclodextrins

2014

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“…Raman [ 43 J and infrared [ 47,48 ] spectra of cyclodextrins have been studied by various authors. The results are in accordance with the structures deduced from diffraction and NMR methods.…”

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confidence: 99%

Cyclodextrins

Szejtli

1988

Topics in Inclusion Science

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Enzymic degradation of starch generally results in the production of glucose, maltose, maltotriose, etc., Le. a long series of linear or branched chain malto-oligomers, known as dextrins.Dextrins are heterogeneous, amorphous, hygroscopic substances, produced in large quantities for the food, textile, paper and other industries. They are also consumed without prior isolation in such products as e.g. beer and bread. This type of starch degradation is a true hydrolytic process, as the primary product from the splitting of the glycosidic linkage reacts with one molecule of water.If however, the starch is degraded by the glucosyltransferase enzyme (CGT), the primary product of the chain splitting undergoes an intramolecular reaction without the participation of a water molecule. The ex-1,4-linked cyclic products are formed; they are known as cyclodextrins (Figure 1-1). a-AMYLASE ~ .. ~ C> C> c:> J. Szejtli, Cyclodextrin Technology © Springer Science+Business Media Dordrecht 1988 CYCLODEXTRIN TECHNOLOGY APOLAR CAVITY SECONDARY HYDROXYLS ~PRIMARY HYDROXYLS Fig .1-6. Functional structural scheme of cyc1odextrins.making it a rigid structure. This is the probable explanation for the observation that ~-cyclodextrin has the lowest solubility of all the cyclodex trins. The hydrogen-bond belt is incomplete in the a-cyclodextrin molecule, as one glucopyranose unit is in a distorted position [ 301,304 J. As a consequence only four of the six possible H-bonds can be established. The y-cyclodextrin is a non-coplanar, more flexible structure, and is therefore the more soluble of the three. Equilibrium constants for the hydrogendeuterium exchange in the secondary hydroxyls (0.65 for 6-cyclodextrin, 0.75 for a-cyclodextrin and 0.85 for amylose) indicate the strongest H-bond system to be in ~-cyclodextrin [ 51 J.According to conformation-energy maps [ 325 J, hydrogen bonding between the C2 and C3 hydroxyls results in a lowering of energy by 20 kcal/mole (83.7 kJ/mole) in a-cyclodextrin, and of 30 kcal/mole (125 kJ/mole) in ~-cyclodextrin. J'2 J 23 J 34 J 45 J 56 .. J 561> J s .. , 0$1>

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Conformation of Amylose and its Derived Products. I. Infrared Spectra of Amylose and its Oligomers in the Amorphous Solid Phase and in Solution

Cited by 45 publications

References 31 publications

Carbonate-β-Cyclodextrin-Based Nanosponge as a Nanoencapsulation System for Piperine: Physicochemical Characterization

Carbonate-β-Cyclodextrin-Based Nanosponge as a Nanoencapsulation System for Piperine: Physicochemical Characterization

Review: A History of Cyclodextrins

Cyclodextrins

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