Malate

Colourless prisms m.p. 130 C. Manufactured by treating maleic anhydride with water. It is converted to the anhydride by heating at By prolonged heating at 150 "C or by heating with water under pressure at 200 C, it is converted to the isomeric (trans) fumaric acid. Reduced by hydrogen to succinic acid. Oxidized by alkaline solutions of potassium permanganate to mesotartaric acid. When heated with solutions of sodium hydroxide at 100 C, sodium( )-malate is formed. Used in the preparation of ( )-malic acid and in some polymer formulations. 

H02C(CH2)2C02H. Colourless prisms m.p. 182 C, b.p. 235°C. Occurs in amber, algae, lichens, sugar cane, beets and other plants, and is formed during the fermentation of sugar, tartrates, malates and other substances by a variety of yeasts, moulds and bacteria. Manufactured by the catalytic reduction of maleic acid or by heating 1,2-dicyanoethane with acids or alkalis. Forms an anhydride when heated at 235°C. Forms both acid and neutral salts and esters. Used in the manufacture of succinic anhydride and of polyesters with polyols. 

Mizutani and colleagues reported the development of a new method for the analysis of 1-malate. As part of their study they analyzed a series of beverages using both their method and a standard spectrophotometric procedure based on a clinical kit purchased from Boerhinger Scientific. A summary follows of their results (in parts per million). 

The enzyme fumarase catalyzes the stereospecific addition of water to fumarate to form L-malate. A standard solution of fumarase, with a concentration of 0.150 tM, gave a rate of reaction of 2.00 tM mim under conditions in which the concentration of the substrate was significantly greater than K. The rate of reaction for a sample, under identical conditions, was found to be 1.15 tM mimh What is the concentration of fumarase in the sample ... 

Alkyl hahdes in the presence of silver oxide react with alkyl malates to yield alkoxy derivatives of succinic acid, eg, 2-ethoxysuccinic acid, H00CCH2CH(0C2H )C00H (12,13). A synthetic approach to produce ethers of malic acid is the reaction of malic esters and sodium alkoxides which affords 2-alkoxysuccinic esters (14). 

Ca.ndy. Its low melting point and sugar inversion properties make malic acid a desirable acidulant, especially in hard candy products (44,45). Due to their insolubiUty, hard water salts can cause clouding of the finished product. However, because of the higher solubiUty of calcium malate [17482-42-7] relative to alternative acidulants, clarity of the finished product is enhanced. Additionally, in sugar confectionery products where acidulation may exceed 2.0%, malic acid can provide economic benefits. 

Enzymes, measured in clinical laboratories, for which kits are available include y-glutamyl transferase (GGT), alanine transferase [9000-86-6] (ALT), aldolase, a-amylase [9000-90-2] aspartate aminotransferase [9000-97-9], creatine kinase and its isoenzymes, galactose-l-phosphate uridyl transferase, Hpase, malate dehydrogenase [9001 -64-3], 5 -nucleotidase, phosphohexose isomerase, and pymvate kinase [9001-59-6]. One example is the measurement of aspartate aminotransferase, where the reaction is followed by monitoring the loss of NADH ... 

OC-Hydroxycarboxylic Acid Complexes. Water-soluble titanium lactate complexes can be prepared by reactions of an aqueous solution of a titanium salt, such as TiCl, titanyl sulfate, or titanyl nitrate, with calcium, strontium, or barium lactate. The insoluble metal sulfate is filtered off and the filtrate neutralized using an alkaline metal hydroxide or carbonate, ammonium hydroxide, amine, or alkanolamine (78,79). Similar solutions of titanium lactate, malate, tartrate, and citrate can be produced by hydrolyzation of titanium salts, such as TiCl, in strongly (>pH 10) alkaline water isolation of the... 

Water-soluble, alkaline-stable ammonium or metal titanium malates and citrates can be formed by adding a tetraalkyl titanate to an aqueous solution of the ammonium or metal titanium malate or citrate (84). A typical formula is M TiO(citrate), where M is NH, Na, K, Ca, or Ba. 

We detenuined the influence of oxy- and ketocarboxylic acids (succinate, fumarate, adipinate, a-ketoglutarate, isocitrate, tartrate, E-malate) on the luminescence intensity of the Eu-OxTc complex. These substances interact as polydentate ligands similarly to citrate with the formation of ternary complexes with Eu-OxTc. As to succinate, fumarate, adipinate and a-ketoglutarate this they cannot effectively coordinate with EiT+ and significant fluorescence enhancement was not observed. 

Cholesteryl myristate [1989-52-2] M 597.0. Crystd from n-pentanol. Purified by column chromatography with MeOH and evaporated to dryness. Recrystd and finally, dried in vacuum over P2O5. [Malanik and Malat Anal Chim Acta 76 464 1975]. 

Potassium hydrogen malate [4675-64-3] M 172.2. A saturated aqueous solution at 60° was decolorised with activated charcoal, and filtered. The filtrate was cooled in water-ice bath and the salt was ppted by addition of EtOH. After being crystallised five times from ethanol-water mixtures, it was dried overnight at 130° in zir [Edenand Bales J Res Nat Bur Stand 62 161 1959],... 

A free energy study of malate dehydrogenase [29] using semiempirical QM-MM methods has also been reported, and that shidy also attributes many of the benefits to simulation of enzyme reactions found in the BPTP shidy. 

G Wu, A Eiser, B ter Kuile, A Sail, M Muller. Convergent evolution of Trichomonas vaginalis lactate dehydrogenase from malate dehydrogenase. Proc Natl Acad Sci USA 96 6285-6290, 1999. 

The pure malate (mol. wt. 255) is decomposed by warming with very slightly more (Note 5) than two equivalents of approximately 2 N sodium hydroxide. The amine is extracted, after cooling with three or four 25-cc. portions of pure benzene, the solution is dried thoroughly with powdered sodium hydroxide, and the pure amine, b.p., 184-185°, [app + 39.2° to +39.7° (without solvent), is obtained by distillation (Note 6). A small amount of the amine distils with the benzene. The yield is 35-40 g. (92-94 per cent of the theoretical amount based on the pure malate). 

The mother liquors from the original cr3 Stallization and recrystallizations are treated in a similar manner and the sodium malate solutions are united and reserved for the recovery of i-malic acid (Note 7). The recovered amine amounts to 75-80 g. and contains 40-50 per cent excess /-amine. 

The purity of (/-a-phenylethylamine-/-malate is not readily determined by its melting point or specific rotation, but rather by its massive crystalline form and solubility. The acid and neutral /-base-/-acid salts are much more soluble, and usually do not crystallize at all. 

The solution containing sodium malate is neutralized with acetic acid, diluted to contain about 5 per cent of sodium... 

The procedure for preparing 6-hydroxynicotinic acid is also based on a method described by von Pechmann. 6-Hydroxynico-tinic acid has also been prepared by decarboxylation of 6-hy-droxy-2,3-pyridinedicarboxylic acid by heating 6-hydra-zinonicotinic acid or its hydrazide with hydrochloric acid by the action of carbon dioxide on the sodium salt of a-pyridone at 180-200 and 20 atmospheres by heating the nitrile of 6-chlo-ronicotinic acid with alcoholic sodium hydroxide or hydrochloric acid from 6-aminonicotinic acid and by the prolonged action of concentrated ammonium hydroxide on methyl cou-malate. ... 

In the resolution of 1-phenylethylamine using (-)-malic acid, the compound obtained by recrystallization of the mixture of diastereomeric salts is (/ )-1-phenylethylammonium (S)-malate. The other component of the mixture is more soluble and remains in solution. What is the configuration of the more soluble salt ... 

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