We have developed a cyanide-free strategy for the synthesis of glycosyl carboxylic acids, which can provide 1,2- or 1,2- glycosyl carboxylic acids and is compatible with common protecting groups. The synthetic utility was demonstrated by the synthesis of 12 unreported glycosyl acids and the total synthesis of scleropentaside A.
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http://dx.doi.org/10.1021/acs.orglett.0c02949 | DOI Listing |
Analyst
January 2025
Phase I Clinical Trial Center, Beijing Shijitan Hospital, Capital Medical University, Beijing 100038, PR China.
Protein -glycosylation, as one of the most crucial post-translational modifications, plays a significant role in various biological processes. The structural alterations of -glycans are closely associated with the onset and progression of numerous diseases. Therefore, the precise and specific identification of disease-related -glycans in complex biological samples is invaluable for understanding their involvement in physiological and pathological processes, as well as for discovering clinical diagnostic biomarkers.
View Article and Find Full Text PDFPlant Physiol Biochem
January 2025
Shaanxi Engineering Research Centre for Conservation and Utilization of Botanical Resources, Xi'an Botanical Garden of Shaanxi Province (Institute of Botany of Shaanxi Province), Xi'an, 710061, China. Electronic address:
Lacquer tree (Toxicodendron vernicifluum) is an important economic crop and is rich in flavonoids. ACC (1-aminocyclopropane-1-carboxylic acid) is the precursor to ethylene. ACC treatment can induce physiological and biochemical responses in plants.
View Article and Find Full Text PDFOrg Lett
January 2025
Shanghai Frontiers Science Centre of TCM Chemical Biology, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China.
We developed glycosyl -(-methoxyphenylpropargyl) pyrrole-2-carboxylates (PPPCs) as highly effective donors for chemical glycosylation. The modular design and exceptional stability of the acid precursor provide PPPC donors with synthetic versatility and ease of use. Activated by NIS/TMSOTf, PPPC donors exhibit a broad compatibility for both - and -glycosylation reactions.
View Article and Find Full Text PDFJ Nat Prod
December 2024
CIIMAR - Interdisciplinary Centre of Marine and Environmental Research, University of Porto, Matosinhos 4450-208, Portugal.
Int J Biol Macromol
December 2024
CQUM-Centre of Chemistry, Department of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal; CEB - Centre of Biological Engineering, University of Minho, 4710-057 Braga, Portugal. Electronic address:
This study emphasizes the potential of using sustainable and low-cost methods to process biopolymers, contributing to eco-friendly biorefinery technologies. In this context, the transformation of potato starch, a readily available biopolymer, into carboxylic acid starch (CAS) with high yield using an electrochemical process was achieved. As a result of the green transformation, the potato starch was oxidized into CAS, achieving 31 % oxidation of the available glycosyl groups.
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