818-57-5Relevant articles and documents
Probing the Mechanism of Photoaffinity Labeling by Dialkyldiazirines through Bioorthogonal Capture of Diazoalkanes
Am Ende, Christopher W.,Asare-Okai, Papa Nii,Fox, Joseph M.,Jemas, Andrew,O'brien, Jessica G. K.
supporting information, p. 9415 - 9420 (2020/12/21)
Dialkyldiazirines have emerged as reagents of choice for biological photoaffinity labeling studies. The mechanism of crosslinking has dramatic consequences for biological applications where instantaneous labeling is desirable, as carbene insertions display different chemoselectivity and are much faster than competing mechanisms involving diazo or ylide intermediates. Here, deuterium labeling and diazo compound trapping experiments are employed to demonstrate that both carbene and diazo mechanisms operate in the reactions of a dialkyldiazirine motif that is commonly utilized for biological applications. For the fraction of intermolecular labeling that does involve a carbene mechanism, direct insertion is not necessarily involved, as products derived from a carbonyl ylide are also observed. We demonstrate that a strained cycloalkyne can intercept diazo compound intermediates and serve as a bioorthogonal probe for studying the contribution of the diazonium mechanism of photoaffinity labeling on a model protein under aqueous conditions.
METHOD FOR PRODUCING PENTENOIC ACID ESTER
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Paragraph 0041; 0042; 0043; 0045; 0051; 0052, (2019/01/19)
PROBLEM TO BE SOLVED: To provide a production method capable of obtaining a pentenoic acid ester in high yield even without using a large amount of alcohol while suppressing by-production of an ether. SOLUTION: There is provided a method for producing a pentenoic acid ester, which comprises a step of synthesizing a pentenoic acid ester containing at least one selected from the group consisting of formulas (2), (3) and (4) by bringing γ-valerolactone and an alcohol of the formula (1) into contact with each other in the presence of a catalyst containing X type zeolite. [In the formula (1), R represents an alkyl group having 1 to 6 carbon atoms. In the formulas (2), (3) and (4), R represents an alkyl group having 1 to 6 carbon atoms]. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
Efficient and sustainable transformation of gamma-valerolactone into nylon monomers
Yang, Yong,Wei, Xurui,Zeng, Fanxin,Deng, Li
supporting information, p. 691 - 694 (2016/02/12)
Herein, we reported the facile synthesis of dicarboxylic esters from biomass derived gamma-valerolactone (GVL) aiming for nylon monomer preparation via a novel synthetic route which improved the efficiency and overcame the need for toxic carbon monoxide for the synthesis of dicarboxylic esters from GVL.