Disease relevance of NSC3357

• RESULTS: Body weight gain in the itaconate group was lower than that in the control group (P < 0.05) [1].
• Efficient conversion of itaconic acid to (S)-(+)-citramalic acid by Alcaligenes xylosoxydans IL142 [2].

Psychiatry related information on NSC3357

• The infrared spectra displayed a clear isolated absorption band at a wavenumber of 6186 cm(-1) (wavelength 1.617 microm) resulting from the =C-H bonds of itaconic acid, which was found to decrease in intensity with increasing reaction time [3].

High impact information on NSC3357

• Other substrates were recognized much more poorly, including cis-aconitate with a Km of 74 mM and the decarboxylation product itaconate with a Km of 44 mM [4].
• Thiol addition of 19 to diethyl itaconate or other olefins proves a new general synthetic route to (thiomethyl)-phosphonate analogues of acyl phosphates or diphosphate anhydrides [5].
• The rhodium complexes of these ligands show exceedingly high enantioselectivities (generally >95% ee) and activities often in excess of 50,000 catalyst turnovers per hour for the asymmetric hydrogenation of a wide variety of dehydro-alpha-amino acid and itaconic acid derivatives [6].
• Itaconate formation in RC4' required de novo protein biosynthesis [7].
• Krebs cycle intermediates increased in both strains during the production of itaconic acid [7].

Biological context of NSC3357

• Asymmetric hydrogenation of itaconic acid and enol acetate derivatives with the Rh-TangPhos catalyst [8].
• The swelling kinetics of acrylamide/crotonic and acrylamide/itaconic acid hydrogels are investigated in distilled water and physiological saline solution and some swelling and diffusion parameters have been calculated [9].
• The heterogeneous esterification reaction of itaconic acid and 1-butanol was monitored non-invasively [10].
• A 23.5% increase in the itaconic acid production by SFN-immobilized A. terreus was noted when compared with free biomass [11].
• CONCLUSIONS: These results indicate that itaconate, which is a decarboxylate and resembles phosphoenolpyruvate, is incorporated into liver cells and suppresses glycolysis by decreasing the level of F26BP, resulting in decreased visceral fat [1].

Associations of NSC3357 with other chemical compounds

• We report on a new class of P-O monophosphite ligands (designated 3a-k) with a double six-membered-ring backbone onto which are attached additional groups and on applications of their Rh complexes in the hydrogenation of enamides, alpha-dehydroamino acid esters, dimethyl itaconate, and beta-(acylamino)acrylates [12].
• Rhodium complexes with chiral bisphospholanes are highly enantioselective catalysts for the asymmetric hydrogenation of various kinds of functionalized olefins such as dehydroamino acid derivatives, itaconic acid derivatives, and enamides [13].
• The new ligands exhibit excellent enantioselectivities (over 99% ee) in the Rh-catalyzed asymmetric hydrogenation of enamides, dimethyl itaconate, and methyl (Z)-acetamidocinnamate even with high catalyst turnovers (S/C=10,000) [14].
• The production of itaconic acid from glucose-based media by Aspergillus terreus NRRL 1960 was found to be controlled by stirring rate and pH [15].
• Thermoprecipitation of lysozyme from egg white was demonstrated using copolymers of N-isopropylacrylamide with acrylic acid, methacrylic acid, 2-acryloylamido-2-methylpropane-sulfonic acid and itaconic acid, respectively [16].

Gene context of NSC3357

• The effects of the isocitrate lyase-directed growth inhibitor itaconate on the growth of certain methylotrophic organisms was investigated [17].
• It was shown that in cell extracts of R. rubrum itaconate inhibited propionyl-CoA carboxylase (PCC) activity [18].
• We hypothesized that itaconate is incorporated into liver cells and suppresses fat synthesis by inhibiting liver glycolysis at the step of phosphofructokinase, which is activated by F26BP [1].

Analytical, diagnostic and therapeutic context of NSC3357

• Itaconic acid carrier ampholytes for isoelectric focusing [19].
• The transducer responded to acoustic emission from itaconic acid up to approximately 300 kHz, with the region around 90 kHz having the highest sensitivity [20].
• A novel series of long-chain unsaturated dicarboxylic acids consisting of a long aliphatic chain attached to the C-3 position of itaconic acid has been identified by gas chromatography/mass spectrometry during in vitro decay of eucalypt wood by the white-rot basidiomycete Ceriporiopsis subvermispora [21].
• Near-infrared (NIR) spectroscopy has been applied to determine the conversion of itaconic acid in the effluent stream of a trickle bed reactor [3].
• A new NMR airlift bioreactor used in 31P-NMR studies of itaconic acid producing Aspergillus terreus [22].

References