55067-07-7Relevant academic research and scientific papers
BLOCK COPOLYMER MICELLES
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Page/Page column 13, (2017/11/15)
In a first aspect, the present invention relates to the use of a micelle of an amphiphilic block copolymer to modify a cell, wherein the amphiphilic block copolymer comprises one or more hydrophobic blocks and one or more hydrophilic blocks, wherein at le
Structure-Odor Activity Studies on Monoterpenoid Mercaptans Synthesized by Changing the Structural Motifs of the Key Food Odorant 1-p-Menthene-8-thiol
Schoenauer, Sebastian,Schieberle, Peter
, p. 3849 - 3861 (2016/06/01)
1-p-Menthene-8-thiol (1) has been discovered as the key odorant in grapefruit juice several decades ago and contributes to the overall odor of the fruit with an extremely low odor threshold of 0.000034 ng/L in air. This value is among the lowest odor thresholds ever reported for a food odorant. To check whether modifications in the structure of 1 would lead to changes in odor threshold and odor quality, 34 mercapto-containing p-menthane and 1-p-menthene derivatives as well as several aromatic and open-chain mercapto monoterpenoids were synthesized. Eighteen of them are reported for the first time in the literature, and their odor thresholds and odor qualities as well as analytical data are supplied. A comparison of the sensory data with those of 1 showed that hydrogenation of the double bond led to a clear increase in the odor threshold. Furthermore, moving the mercapto group into the ring always resulted in higher odor thresholds compared to thiols with a mercapto group in the side chains. Although all tertiary thiols always exhibited low odor thresholds, none of the 31 compounds reached the extremely low threshold of 1. Also, none of the synthesized mercapto monoterpenoids showed a similar odor quality resembling grapefruit. Although the saturated and aromatic analogues exhibited similar scents as 1, the aromas of the majority of the other compounds were described as sulfury, rubber-like, burned, soapy, or even mushroom-like. NMR and MS data as well as retention indices of the 23 newly reported sulfur-containing compounds might aid in future research to identify terpene-derived mercaptans possibly present in trace levels in foods.
A new liquid crystalline derivative of dibenzotetraaza[14]annulene: synthesis, characterization and the preliminary evaluation of mesomorphic properties
Grolik, Jaros?aw,Sieroń, Les?aw,Eilmes, Julita
, p. 8209 - 8213 (2007/10/03)
A new dibenzotetraaza[14]annulene ligand has been synthesized that contains two 2-hydroxybenzoyl and four 3,7-dimethyloctyloxy peripheral substituents. Its mesomorphic textures were observed by means of a polarizing optical microscopy.
Substituent effects on regioselective intramolecular oxidation of unactivated C-H bonds: Stereoselective synthesis of substituted tetrahydropyrans
Wong, Man-Kin,Chung, Nga-Wai,He, Lan,Yang, Dan
, p. 158 - 162 (2007/10/03)
Our previously reported intramolecular δ-selective C-H bond oxidation by dioxiranes, generated in situ from activated ketones, offers a novel approach to the synthesis of tetrahydropyrans. To synthesize substituted tetrahydropyrans in a stereoselective manner, we examined the effects of alkyl, nitrogen, and oxygen substituents at the α-,β-, and γ-sites of ketones on the stereoselectivities of intramolecular C-H bond oxidation reactions. Ketones 1-4 with a methyl group at the α-, β-, or γ-site showed the diastereo-selectivities that agreed with the trans/cis ratio predicted by considering steric interactions in the transition states. Furthermore, ketones 5 and 6 carrying a bulky phthalimido group at the α- and the β-sites, respectively, exhibited excellent stereoselectivity, each affording only one diastereomer. However, ketones 9 and 10 bearing β-oxygen substituents gave reversed stereoselectivity as compared to those with β-alkyl or nitrogen substituents, possibly because of the hydrogen bonding interaction in the transition state. For ketones 12 and 13, both bearing methyl and silyloxy groups, the hydrogen bonding interaction was probably more important than the steric effect on the diastereoselectivity of intramolecular oxidation of C-H bonds.
