Structure and Conformation of Carbohydrates

Grindley, T. Bruce

doi:10.1007/978-3-540-30429-6_1

Cited by 15 publications

(5 citation statements)

References 430 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The flip-flop interpretation now reasonably explains the strong differences in the sugar and fatty alcohol conformations, deduced by the multiple NMR signals attributed to chemically equivalent groups. The existence of various low-energy conformations, each having specific NMR signature, for sugars in solution − and solid state − , further supports our interpretation.…”

Section: Resultssupporting

confidence: 81%

“…In the specific case of glycolipids, specific self-assembled structures (monolayer crystal, bilayer crystal, or micellar fiber) have been associated to conformational changes in the linear gluconamide headgroup by means of 13 C ssNMR. − It was found that gauche effects, in some cases up to the γ position, in the sugar chain induce upfield chemical shifts, while anti and trans conformations result in downfield shifts. Each structure (monolayer crystal, bilayer crystal, or micellar fiber) was then characterized by a given organization of the gluconamide and a characteristic 13 C ssNMR fingerprint, which could be explained by gauche , γ- gauche , anti , and trans conformations of the headgroup. − Similar structural–spectroscopic correlations have been collected over the years for much simpler cyclic sugars including glucose, − whereas pyranoses can undergo important conformational changes when the appropriate energy barriers are crossed. − …”

Section: Resultsmentioning

confidence: 80%

See 1 more Smart Citation

Topological Connection between Vesicles and Nanotubes in Single-Molecule Lipid Membranes Driven by Head–Tail Interactions

Baccile

Lorthioir

et al. 2022

Langmuir

View full text Add to dashboard Cite

Lipid nanotube–vesicle networks are important channels for intercellular communication and transport of matter. Experimentally observed in neighboring mammalian cells but also reproduced in model membrane systems, a broad consensus exists on their formation and stability. Lipid membranes must be composed of at least two molecular components, each stabilizing low (generally a phospholipid) and high curvatures. Strong anisotropy or enhanced conical shape of the second amphiphile is crucial for the formation of nanotunnels. Anisotropic driving forces generally favor nanotube protrusions from vesicles. In this work, we report the unique case of topologically connected nanotubes–vesicles obtained in the absence of directional forces, in single-molecule membranes, composed of an anisotropic bolaform glucolipid, above its melting temperature, T m. Cryo-TEM and fluorescence confocal microscopy show the interconnection between vesicles and nanotubes in a single-phase region, between 60 and 90 °C under diluted conditions. Solid-state NMR demonstrates that the glucolipid can assume two distinct configurations, head–head and head–tail. These arrangements, seemingly of comparable energy above the T m, could explain the existence and stability of the topologically connected vesicles and nanotubes, which are generally not observed for classical single-molecule phospholipid-based membranes above their T m.

show abstract

Section: Resultssupporting

confidence: 81%

Section: Resultsmentioning

confidence: 80%

Topological Connection between Vesicles and Nanotubes in Single-Molecule Lipid Membranes Driven by Head–Tail Interactions

Baccile

Lorthioir

et al. 2022

Langmuir

View full text Add to dashboard Cite

show abstract

“…270e290). The difference in amount of furan formed from fructose and glucose may be because glucose is more stable than fructose when heated (Grindley, 2008).…”

Section: Formation Of Furan and Organic Acids In Unbuffered Solutionmentioning

confidence: 99%

Effects of buffer and temperature on formation of furan, acetic acid and formic acid from carbohydrate model systems

Xue-song

Duan

Barringer

2011

LWT - Food Science and Technology

View full text Add to dashboard Cite

“…Finally, the 1 J C1,H1 was determined for each glucosyl of B in D 2 O. It is well-known for D-glucopyranosides that for an α-linked anomer the 1 J C1,H1 ≈170 Hz and for a β-linked anomer the 1 J C1,H1 ≈160 Hz (Tvaroska and Taravel, 1995;Grindley, 2008). The observed values for 3-O-(161 Hz), 7-O-(162 Hz), and 4′-O-glucosyls (161 Hz) in B confirmed that they all are β-linked to the aglycone.…”

Section: Flavonoids In Hemolymphmentioning

confidence: 99%

Flavonoid Metabolites in the Hemolymph of European Pine Sawfly (Neodiprion sertifer) Larvae

et al. 2012

View full text Add to dashboard Cite

Flavonoids in the hemolymph of European pine sawfly (Neodiprion sertifer) larvae that were feeding on Pinus sylvestris needles were identified. HPLC-ESI-MS analysis revealed that the main components in the hemolymph were flavonol di- and triglucosides and a catechin monoglucoside. These compounds were isolated from the larval hemolymph and their structures were established by HPLC-MS, GC-MS, and NMR spectroscopy. The isolated flavonoids were identified as (+)-catechin 7-O-β-glucoside, isorhamnetin 3,7,4'-tri-O-β-glucoside, kaempferol 3,7,4'-tri-O-β-glucoside, and quercetin 3,7,4'-tri-O-β-glucoside. The combined concentration of these four compounds in the hemolymph was 3.7 mg/ml. None of these compounds was present in the needles of P. sylvestris. Therefore, we propose that the flavonoid glucosides were produced by the larvae from flavonoid monoglucosides and (+)-catechin obtained from the pine needles.

show abstract

Structure and Conformation of Carbohydrates

Cited by 15 publications

References 430 publications

Topological Connection between Vesicles and Nanotubes in Single-Molecule Lipid Membranes Driven by Head–Tail Interactions

Topological Connection between Vesicles and Nanotubes in Single-Molecule Lipid Membranes Driven by Head–Tail Interactions

Effects of buffer and temperature on formation of furan, acetic acid and formic acid from carbohydrate model systems

Flavonoid Metabolites in the Hemolymph of European Pine Sawfly (Neodiprion sertifer) Larvae

Contact Info

Product

Resources

About