Manifestation of anomeric form, ring structure, and linkage in the 13c-n.m.r. spectra of oligomers and polymers containing D-fructose: maltulose, isomaltulose, sucrose, leucrose, 1-kestose, nystose, inulin, and grass levan☆
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Isomaltulose: From origin to application and its beneficial properties – A bibliometric approach
2022, Food Research InternationalCitation Excerpt :Further evidence later demonstrated the non-cariogenic potential of isomaltulose, as it is not metabolized by Streptococcus mutans, the etiological agent of dental caries (Hamada, Koga, & Ooshima, 1984; Maki et al., 1983; Topitsoglou, Sasaki, Takazoe, & Frostell, 1984). The authors highlighted that this potential can be associated with the isomaltulose structure previously elucidated by Jarell, Conway, Moyna, & Smith (1979) through 13C NMR spectroscopy. They showed that isomaltulose is composed of D-glucose and D-fructose joined by an α-1,6-glycosidic linkage (Fig. 1); a structure that makes it more stable than sucrose at adverse pH and temperature conditions.
Synthesis of highly stable bacterial cellulosic pocket for drug storage
2019, Carbohydrate PolymersCitation Excerpt :As the steric interactions of inulin side group correspond to R1 = R2 = C4O4H8, it was realized that this ring replacement tilted (φ,Ψ) to rather unexpected values when compared with the crystalline state conformation of substituted polyoxyethylenes (Mensink et al., 2015a). It should be noted that the regular (2→l)-β-D linkage in inulin results in an "isotactic" structure for the pocket (Jarrell, Conway, Moyna, & Smith, 1979). It is to be known that the ω values for crystalline poly(alky1eneoxides) was defined to be either 180° or near to 60°, with two crystalline polymorphs.
Bioinspired Production of Antibacterial Sucrose Isomerase-Sponge for the Synthesis of Isomaltulose
2016, Advanced Synthesis and CatalysisFructooligosaccharides and fructans analysis in plants and food crops
2013, Journal of Chromatography ACitation Excerpt :However there is limited use of these methods because of technical, practical or even economical reasons, such as the cost of the equipment. Nuclear magnetic resonance (NMR) was first developed by some researchers to investigate the anomeric form, ring structure, and linkage of oligomers and polymers containing d-fructose and β-d-fructofuranosyl groups or residues [60–62]. Based on these applications and during the 1990s, Shiomi and Yamada [63] and Carpita et al. [64] identified different anomer configurations of some FOS using 1H NMR and 13C NMR.
Bioassay-guided isolation of urease and α-chymotrypsin inhibitory constituents from the stems of Lawsonia alba Lam. (Henna)
2013, FitoterapiaCitation Excerpt :The specific rotation of compound 2 was − 38.0. Analysis of the NMR, DEPT, HMQC and HMBC (Table 2) revealed a fructose [39] moiety [δHa 3.70 (1H, d, J = 12.0 Hz), δHb 3.63 (1H, d, J = 12.0 Hz), δC 61.6, CH2-1, δH 4.03 (1H, d, J = 5.0 Hz), δC 83.2, CH-3, δH 3.88 (1H, dd, J = 6.5, 5.0 Hz), δC 78.4, CH-4, δH 3.83 (1H, ddd, J = 6.5, 2.5, 2.0 Hz), δC 83.8, CH-5, δHa 3.74 (1H, dd, J = 12.0, 2.5 Hz), δHb 3.60 (1H, dd, J = 12.0, 5.0 Hz), δC 62.6, CH2-6] substituted with a n-butyl chain [δH 3.61, (2H, t, J = 7.0 Hz), δC 61.9, CH2-1′, δH 1.53, (2H, m), δC 33.4, CH2-2′, δH 1.39, (2H, m), δC 20.4, CH2-3′, δH 0.92, (3H, t, J = 7.5 Hz), δC 14.2, CH3-4′] at one of the oxygen. In the 13C-NMR (Broad Band decoupled) spectrum a quaternary carbon present at δC 108.7 was attributed to C-2.
Fructans
2012, The Biochemistry of Plants: A Comprehensive Treatise
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Issued as NRCC Publication No. 17607
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Visiting Research Officer under the Exchange Programme of the Canadian international Development Agency; present address, Universidad de la Republica, Facultad de Quimica, Montevideo, Uruguay.