6297-03-6Relevant articles and documents
Biodegradation of a high molecular weight aliphatic ether - Indications of an unusual biodegradation pathway
Jenisch-Anton, Angela,Mikolajczak, Andrea,Rabenstein, Andreas,Klindworth, Jutta,Fischer, Ulrich,Michaelis, Walter
, p. 383 - 392 (1999)
An aliphatic ether (I-phytanyl-1-octadecanyl-ether) of high molecular weight was used as a sole carbon source in degradation experiments with different aerobic bacteria. The enriched culture B5, obtained from fuel contaminated soils, was able to degrade the substance for more than 90%. A culture of Rhodococcus tuber was similarly effective. Detailed investigation of the metabolites allowed us to characterize an unusual degradation pathway via a mid-chain oxidation mechanism ('internal oxidative pathway'). Obviously, formation of intermediate alkenes mainly at the unbranched side chain was a prerequisite for bacterial degradation of the added substrate. Degradation proceeded - in spite of the usually preferred terminal oxidation - via oxidation of the internal double bond and was followed by an ester cleavage. In turn, a series of alcohols was formed which were subsequently oxidized to the respective carboxylic acids and were further metabolized via the normal β-oxidation pathway. An aliphatic ether (1-phytanyl-1-octadecanyl-ether) of high molecular weight was used as a sole carbon source in degradation experiments with different aerobic bacteria. The enriched culture B5, obtained from fuel contaminated soils, was able to degrade the substance for more than 90%. A culture of Rhodococcus ruber was similarly effective. Detailed investigation of the metabolites allowed us to characterize an unusual degradation pathway via a mid-chain oxidation mechanism (`internal oxidative pathway'). Obviously formation of intermediate alkenes mainly at the unbranched side chain was a prerequisite for bacterial degradation of the added substrate. Degradation proceeded - in spite of the usually preferred terminal oxidation - via oxidation of the internal double bond and was followed by an ester cleavage. In turn, a series of alcohols was formed which were subsequently oxidized to the respective carboxylic acids and were further metabolized via the normal β-oxidation pathway.
Synthesis of new carbohydrate-containing cationic alkyl glycerolipids with antitumor activity
Shmendel,Perevoshchikova,Shishova,Kubasova,Tyutyunnik,Maslov,Morozova,Shtil
, p. 1648 - 1654 (2016/05/19)
New non-phosphorous carbohydrate-containing cationic alkyl glycerolipids bearing a terminal glycosyl moiety were synthesized. An approach used for the preparation of 2-O-ethyl-1-O-octadecyl-rac-glycerol allowed us to increase the yield of this key precursor by a factor of two. The carbohydrate-containing cationic alkyl glycerolipids induced tumor cell death and minimal damage to normal cells (in particular, erythrocytes), which makes the new compounds promising for practical purposes.
Synthesis of 2,2′-quinocyanines with long N-alkyl substituents
Orlova,Kolchina,Zhuravlev,Shakirov,Gerasimova,Shelkovnikov
, p. 1233 - 1241 (2007/10/03)
2,2′-Quinocyanines with long alkyl substituents on one or both nitrogen atoms have been synthesized. 1H NMR spectroscopy has been used to study the processes occurring during the alkylation of the starting quinoline bases.
