2777-65-3Relevant articles and documents
An improved procedure for the synthesis of terminal and internal alkynes from 10-undecenoic acid
Narasimhan,Mohan,Palani
, p. 1941 - 1949 (1991)
A remarkable solvent preference for dehydrobromination to yield 10-Undecynoic acid (5) and 9-Undecynoic acid (6) is observed in the case of 10,11-dibromoundecanoic acid (1). Thus, 10-Undecenoic acid can be easily and quantitatively converted to 6 in PEG-400, while 5 is produced in PEG-200. 5 can also be obtained in non-polar solvents with PEG-200/400 as a phase transfer catalyst.
Osman,Qazi
, p. 106 (1975)
Synthesis and functionalization of vinylsulfide and ketone-containing aliphatic copolyesters from fatty acids
Beyazkilic, Zeynep,Lligadas, Gerard,Ronda, Juan Carlos,Galià, Marina,Cádiz, Virginia
, p. 290 - 298 (2015)
A series of novel aliphatic copolyesters bearing vinylsulfide and ketone functional groups were synthesized via lipase catalyzed polycondensation of vegetable oil derivatives. The vinylsulfide-containing hydroxyacid (VSHA) from 10-undecenoic fatty acid and the ketone-containing hydroxyester (KHE) from methyl oleate were used to obtain random copolymers and further sequential and single-step strategies involving the reactions with thiol and oxyamine were investigated. Good agreement between product and feed stoichiometries was achieved in both reactions for sequential modification, and the order of addition seems not to be a significant parameter. One pot functionalization allows for the single step modification, but not quantitative reactions were achieved.
Iron-Catalyzed Aerobic Oxidation of Aldehydes: Single Component Catalyst and Mechanistic Studies
Jiang, Xingguo,Zhai, Yizhan,Chen, Junyu,Han, Yulin,Yang, Zheng,Ma, Shengming
supporting information, p. 15 - 19 (2017/11/23)
An aerobic oxidation of aldehydes towards carboxylic acids in MeCN using 1 atm of pure oxygen or oxygen in air as the oxidant and a catalytic amount of single component catalyst, Fe(NO3)3·9H2O, has been developed. Carboxylic acids with different synthetically useful functional groups were obtained at room temperature. Two mechanistic pathways have been proposed based on isotopic labeling, NMR monitoring, and control experiments. The practicality of this reaction has been demonstrated by conducting several 50 mmol-scale reactions using pure oxygen or an air-flow of ~30 mL/min.
Enzyme kinetics and inhibition of histone acetyltransferase KAT8
Wapenaar, Hannah,Van Der Wouden, Petra E.,Groves, Matthew R.,Rotili, Dante,Mai, Antonello,Dekker, Frank J.
supporting information, p. 289 - 296 (2015/11/09)
Lysine acetyltransferase 8 (KAT8) is a histone acetyltransferase (HAT) responsible for acetylating lysine 16 on histone H4 (H4K16) and plays a role in cell cycle progression as well as acetylation of the tumor suppressor protein p53. Further studies on its biological function and drug discovery initiatives will benefit from the development of small molecule inhibitors for this enzyme. As a first step towards this aim we investigated the enzyme kinetics of this bi-substrate enzyme. The kinetic experiments indicate a ping-pong mechanism in which the enzyme binds Ac-CoA first, followed by binding of the histone substrate. This mechanism is supported by affinity measurements of both substrates using isothermal titration calorimetry (ITC). Using this information, the KAT8 inhibition of a focused compound collection around the non-selective HAT inhibitor anacardic acid has been investigated. Kinetic studies with anacardic acid were performed, based on which a model for the catalytic activity of KAT8 and the inhibitory action of anacardic acid (AA) was proposed. This enabled the calculation of the inhibition constant Ki of anacardic acid derivatives using an adaptation of the Cheng-Prusoff equation. The results described in this study give insight into the catalytic mechanism of KAT8 and present the first well-characterized small-molecule inhibitors for this HAT.