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1.
Nature ; 631(8020): 319-327, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38898275

ABSTRACT

Naturally occurring (native) sugars and carbohydrates contain numerous hydroxyl groups of similar reactivity1,2. Chemists, therefore, rely typically on laborious, multi-step protecting-group strategies3 to convert these renewable feedstocks into reagents (glycosyl donors) to make glycans. The direct transformation of native sugars to complex saccharides remains a notable challenge. Here we describe a photoinduced approach to achieve site- and stereoselective chemical glycosylation from widely available native sugar building blocks, which through homolytic (one-electron) chemistry bypasses unnecessary hydroxyl group masking and manipulation. This process is reminiscent of nature in its regiocontrolled generation of a transient glycosyl donor, followed by radical-based cross-coupling with electrophiles on activation with light. Through selective anomeric functionalization of mono- and oligosaccharides, this protecting-group-free 'cap and glycosylate' approach offers straightforward access to a wide array of metabolically robust glycosyl compounds. Owing to its biocompatibility, the method was extended to the direct post-translational glycosylation of proteins.


Subject(s)
Chemistry Techniques, Synthetic , Oligosaccharides , Sugars , Free Radicals/chemistry , Free Radicals/metabolism , Glycosylation/radiation effects , Indicators and Reagents/chemistry , Light , Oligosaccharides/chemical synthesis , Oligosaccharides/chemistry , Oligosaccharides/metabolism , Oligosaccharides/radiation effects , Stereoisomerism , Sugars/chemical synthesis , Sugars/chemistry , Sugars/metabolism , Sugars/radiation effects
2.
Molecules ; 26(15)2021 Jul 31.
Article in English | MEDLINE | ID: mdl-34361799

ABSTRACT

Addition of selenium or application of ultraviolet A (UVA) radiation for crop production could be an effective way of producing phytochemical-rich food. This study was conducted to investigate the effects of selenium and UVA radiation, as well as their combination on growth and phytochemical contents in broccoli microgreens. There were three treatments: Se (100 µmol/L Na2SeO3), UVA (40 µmol/m2/s) and Se + UVA (with application of Se and UVA). The control (CK) was Se spraying-free and UVA radiation-free. Although treatment with Se or/and UVA inhibited plant growth of broccoli microgreens, results showed that phytochemical contents increased. Broccoli microgreens under the Se treatment had higher contents of total soluble sugars, total phenolic compounds, total flavonoids, ascorbic acid, Fe, and organic Se and had lower Zn content. The UVA treatment increased the contents of total chlorophylls, total soluble proteins, total phenolic compounds, and FRAP. However, the Se + UVA treatment displayed the most remarkable effect on the contents of total anthocyanins, glucoraphanin, total aliphatic glucosinolates, and total glucosinolates; here, significant interactions between Se and UVA were observed. This study provides valuable insights into the combinational selenium and UVA for improving the phytochemicals of microgreens grown in an artificial lighting plant factory.


Subject(s)
Brassica/growth & development , Crop Production , Phytochemicals/biosynthesis , Selenium/pharmacology , Ascorbic Acid/metabolism , Brassica/drug effects , Brassica/radiation effects , Flavonoids/metabolism , Flavonoids/radiation effects , Iron/metabolism , Phenol/metabolism , Phenol/radiation effects , Phytochemicals/radiation effects , Sugars/metabolism , Sugars/radiation effects , Ultraviolet Rays
3.
Nat Commun ; 11(1): 1083, 2020 02 27.
Article in English | MEDLINE | ID: mdl-32107386

ABSTRACT

Methanol is a clean liquid energy carrier of sunshine and a key platform chemical for the synthesis of olefins and aromatics. Herein, we report the conversion of biomass-derived polyols and sugars into methanol and syngas (CO+H2) via UV light irradiation under room temperature, and the bio-syngas can be further used for the synthesis of methanol. The cellulose and even raw wood sawdust could be converted into methanol or syngas after hydrogenolysis or hydrolysis pretreatment. We find Cu dispersed on titanium oxide nanorod (TNR) rich in defects is effective for the selective C-C bond cleavage to methanol. Methanol is obtained from glycerol with a co-production of H2. A syngas with CO selectivity up to 90% in the gas phase is obtained via controlling the energy band structure of Cu/TNR.


Subject(s)
Biofuels , Biomass , Nanotubes/chemistry , Ultraviolet Rays , Carbon Monoxide/radiation effects , Catalysis/radiation effects , Cellulose/chemistry , Cellulose/radiation effects , Copper/chemistry , Hydrolysis , Methanol/chemical synthesis , Methanol/radiation effects , Nitrogen/radiation effects , Polymers/chemistry , Polymers/radiation effects , Sugars/chemistry , Sugars/radiation effects , Titanium/chemistry , Wood/chemistry , Wood/radiation effects
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