Diols are compounds with two hydroxyl groups and have a wide range of appealing applications as chemicals and fuels. In particular, five low molecular diol compounds, namely 1,3-propanediol (1,3-PDO), 1,2-propanediol (1,2-PDO), 2,3-butanediol (2,3-BDO), 1,3-butanediol (1,3-BDO), and 1,4-butanediol (1,4-BDO), can be biotechnologically produced by direct microbial bioconversion of renewable materials. In this review, we summarize recent developments in the microbial production of diols, especially regarding the engineering of typical microbial strains as cell factory and the development of corresponding bioconversion processes.
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http://dx.doi.org/10.1007/10_2015_330 | DOI Listing |
Chem Asian J
December 2024
Govt. Degree College for Men, Srikakulam, Department of Chemistry, Srikakulam, 532001, Srikakulam, INDIA.
The production of enantiomerically pure compounds remains a vital and valuable objective in modern organic chemistry due to their broad applications in fields such as biosensing, optics, electronics, photonics, catalysis, nanotechnology, and drug or DNA delivery. Optically pure α-hydroxy ketones, in particular, are key structural components in many drugs and natural products with significant biological activity. Among these, benzoin type α-hydroxy ketones, which possess two adjacent functional groups, a carbonyl and a hydroxy group, are especially important.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Chemistry and Chemical Engineering Guangdong Laboratory, 515031, Shantou, China.
Poly(4-hydroxybutyrate) (P4HB) is a high-performance, well-recyclable, and biodegradable polyhydroxyalkanoate (PHA). However, conventional bioproduction of homopolymeric P4HB involves complex and costly processes with C4 feedstocks, particularly 1,4-butanediol (BDO), and enzyme-coenzyme systems in genetically engineered bacteria. An alternative extracellular chemical route utilizing aerial oxidation of BDO offers cost and energy benefits but struggle with conversion efficiency.
View Article and Find Full Text PDFJ Am Chem Soc
December 2024
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Many terpene glycosides exhibit contrasteric patterns of 1,2-diol glycosylation in which the more hindered alcohol bears a sugar; protection of the less hindered alcohol only increases steric repulsion. Here, we report a method for contrasteric glycosylation using a new sugar-linker that forms a cleavable, 10-membered ring with high efficiency, leading to syntheses of cotylenin E, J, and ISIR-050. Linker selection was aided by DFT calculations of side reactions and stereoselectivity, as well as conformational analyses using autoDFT, a Python script that converts SMILES strings to DFT-optimized conformational ensembles.
View Article and Find Full Text PDFRSC Adv
December 2024
Pharmacy, Cosmetic Chemistry and Biotechnology Research Group, Łukasiewicz Research Network-Industrial Chemistry Institute Rydygiera 8 01-793 Warsaw Poland +48 453 056 175.
A critical evaluation of the feasibility of a previously published method for synthesising halomethyl carbinols from carbonyl compounds and CHBr or CHCl using a bimetallic TiCl-Mg complex is presented. The synthesis of compounds lacking the -CH- group in their structure was achieved by following the procedures proposed in the reference literature or by introducing modifications to selected process parameters. These compounds were not identified as expected β-halohydrins but as products of reductive dimerisation or subsequent pinacolic rearrangement of carbonyl substrates.
View Article and Find Full Text PDFPolymers (Basel)
November 2024
Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
The in situ monitoring of dynamic covalent macromolecular boronate esters represents a difficult task. In this report, we present an in situ method using fluoride coordination and B NMR spectroscopy to determine the amount of boronate esters in a mixture of boronic acids and cis-diols. With fluoride coordination, the boronic acid and boronate esters afforded trifluoroborate and fluoroboronate esters, giving identical resonances at 3 and 9 ppm in the B NMR spectra.
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