Development of a 1H NMR structural-reporter-group concept for the primary structural characterisation of α-d-glucans

Leeuwen, Sander S. van; Leeflang, Bas R.; Gerwig, Gerrit J.; Kamerling, Johannis P.

doi:10.1016/j.carres.2008.01.043

Cited by 104 publications

(158 citation statements)

References 18 publications

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“…22 The split B H-1 signal at δ 5.353/5.343 fits best with the occurrence of an (-)R-D-Glcp-(1f3)-unit. 10,22 The 22 The occurrence of two terminal units indicates a branched structure for 9a. Finally, the E H-1 signal at δ 4.975 revealed the occurrence of an (-)R-D-Glcp-(1f6)-unit.…”

Section: Fraction 8 Maldi-tof-ms Analysis Of Fraction 8 Showed [M + Na]mentioning

confidence: 77%

“…The 10,11,22 This is further corroborated by the R H-2 signal at δ 3.258, indicating that residue R is not 3-or 4-substituted. 22 The split B H-1 signal at δ 5.353/5.343 fits best with the occurrence of an (-)R-D-Glcp-(1f3)-unit.…”

Section: Fraction 8 Maldi-tof-ms Analysis Of Fraction 8 Showed [M + Na]mentioning

confidence: 77%

“…The 1D 1 H NMR spectrum of compound 4a (data not shown) corresponded with that of maltose, that is, R-D-Glcp-(1f4)-D-Glcp. 22 The 1D (A) HPAEC profile of mEPS-PNNS partial acid hydrolysate on CarboPac PA-100, using a linear gradient; (B) HPAEC profiles of Bio-Gel P-2 subpools I and II on CarboPac PA-100, using a linear gradient; and (C) HPAEC profiles of HPAEC fractions 4, 5, and 8-11 on CarboPac PA-100, using isocratic conditions. For experimental details, see Experimental Section.…”

Section: Fraction 4 Maldi-tof-ms Analysis Of Fraction 4 Showed An [Mmentioning

confidence: 99%

“…22 The B H-4 signal at δ 3.451 was established as a structuralreporter-group signal of a terminal R-D-Glcp-(1fx)-unit, 22 and has a surface area corresponding to one proton, indicating a linear structure. These data lead to a B1f3A1f6R sequence for compound 5a, that is, …”

Section: Fraction 4 Maldi-tof-ms Analysis Of Fraction 4 Showed An [Mmentioning

confidence: 99%

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Structural Analysis of Bioengineered α-d-Glucan Produced by a Triple Mutant of the Glucansucrase GTF180 Enzyme from Lactobacillus reuteri Strain 180: Generation of (α1→4) Linkages in a Native (1→3)(1→6)-α-d-Glucan

et al. 2008

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Site-directed mutagenesis of the glucansucrase gtf180 gene from Lactobacillus reuteri strain 180 was used to transform the active site region. The R-D-glucan (mEPS-PNNS) produced by the triple mutant V1027P:S1137N: A1139S differed in structure from that of the wild-type R-D-glucan (EPS180). Besides (R1f3) and (R1f6) linkages, as present in EPS180, mEPS-PNNS also contained (R1f4) linkages. Linkage analysis, periodate oxidation, and 1D/2D 1 H NMR spectroscopy of the intact mEPS-PNNS, as well as MS and NMR analysis of oligosaccharides obtained by partial acid hydrolysis of mEPS-PNNS afforded a composite model, which includes all identified structural features.

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Section: Fraction 8 Maldi-tof-ms Analysis Of Fraction 8 Showed [M + Na]mentioning

confidence: 77%

Section: Fraction 8 Maldi-tof-ms Analysis Of Fraction 8 Showed [M + Na]mentioning

confidence: 77%

Section: Fraction 4 Maldi-tof-ms Analysis Of Fraction 4 Showed An [Mmentioning

confidence: 99%

Section: Fraction 4 Maldi-tof-ms Analysis Of Fraction 4 Showed An [Mmentioning

confidence: 99%

See 2 more Smart Citations

Structural Analysis of Bioengineered α-d-Glucan Produced by a Triple Mutant of the Glucansucrase GTF180 Enzyme from Lactobacillus reuteri Strain 180: Generation of (α1→4) Linkages in a Native (1→3)(1→6)-α-d-Glucan

et al. 2008

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“…A Bruker spectrometer (400 MHz) at a probe temperature of 298 K was used to record the 13C NMR spectra and 1 H spectra [24].…”

Section: Uv Ft-ir and Nmr Analysesmentioning

confidence: 99%

Extraction and purification of formonometin from <i>Trifolium pratense</i> L: Physicochemical properties of its complex with lecithin

Brad¹,

Zhang²,

Gao³

2017

Trop. J. Pharm Res

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A Systematic Study of Metal Triflates in Catalytic Transformations of Glucose in Water and Methanol: Identifying the Interplay of Brønsted and Lewis Acidity

2019

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The specific type of acidity associated with the given metal trifloromethanesulfonates (Brønsted or Lewis acidity) dramatically influences the course of reactions, and it is possible to select for disaccharides, fructose, methyl glucosides, or methyl levulinate. Glucose is transformed into a range of value‐added molecules in water and methanol under the action of acidic metal triflates as catalysts, including their analogous Brønsted acid‐assisted or Brønsted base‐modified systems. A systematic study is presented of a range of metal triflates in methanol and water, pinning down the preferred conditions to select for each product.

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Development of a 1H NMR structural-reporter-group concept for the primary structural characterisation of α-d-glucans

Cited by 104 publications

References 18 publications

Structural Analysis of Bioengineered α-d-Glucan Produced by a Triple Mutant of the Glucansucrase GTF180 Enzyme from Lactobacillus reuteri Strain 180: Generation of (α1→4) Linkages in a Native (1→3)(1→6)-α-d-Glucan

Structural Analysis of Bioengineered α-d-Glucan Produced by a Triple Mutant of the Glucansucrase GTF180 Enzyme from Lactobacillus reuteri Strain 180: Generation of (α1→4) Linkages in a Native (1→3)(1→6)-α-d-Glucan

Extraction and purification of formonometin from <i>Trifolium pratense</i> L: Physicochemical properties of its complex with lecithin

A Systematic Study of Metal Triflates in Catalytic Transformations of Glucose in Water and Methanol: Identifying the Interplay of Brønsted and Lewis Acidity

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