Ascorbic acid and

The total moles of 13 used in the analysis is the sum of that reacting with ascorbic acid and 8203 ... 

The use of an amperometric detector is emphasized in this experiment. Hydrodynamic voltammetry (see Chapter 11) is first performed to identify a potential for the oxidation of 4-aminophenol without an appreciable background current due to the oxidation of the mobile phase. The separation is then carried out using a Cjg column and a mobile phase of 50% v/v pH 5, 20 mM acetate buffer with 0.02 M MgCl2, and 50% v/v methanol. The analysis is easily extended to a mixture of 4-aminophenol, ascorbic acid, and catechol, and to the use of a UV detector. 

Not many fine chemicals have a production value exceeding 10 million per year. Less than a do2en achieve production volumes above 10,000 metric tons per year and sales of > 100 million per year. Apart from the pharmaceutical and pesticide fine chemicals these comprise the amino acids (qv), L-lysine and n,T-methionine used as feed additives (see Feeds AND FEED ADDITIVES), and vitamins ascorbic acid and nicotinic acid. 

Of the water-soluble vitamins, intakes of nicotinic acid [59-67-6] on the order of 10 to 30 times the recommended daily allowance (RE)A) have been shown to cause flushing, headache, nausea, and moderate lowering of semm cholesterol with concurrent increases in semm glucose. Toxic levels of foHc acid [59-30-3] are ca 20 mg/d in infants, and probably approach 400 mg/d in adults. The body seems able to tolerate very large intakes of ascorbic acid [50-81-7] (vitamin C) without iH effect, but levels in excess of 9 g/d have been reported to cause increases in urinary oxaHc acid excretion. Urinary and blood uric acid also rise as a result of high intakes of ascorbic acid, and these factors may increase the tendency for formation of kidney or bladder stones. AH other water-soluble vitamins possess an even wider margin of safety and present no practical problem (82). 

Solvent extraction techniques are useful in the quantitative analysis of niobium. The fluoro complexes are amenable to extraction by a wide variety of ketones. Some of the water-insoluble complexes with organic precipitants are extractable by organic solvents and colorimetry is performed on the extract. An example is the extraction of the niobium—oxine complex with chloroform (41). The extraction of the niobium—pyrocatechol violet complex with tridodecylethylammonium bromide and the extraction of niobium—pyrocatechol—sparteine complex with chloroform are examples of extractions of water-soluble complexes. Colorimetry is performed on the extract (42,43). Colorimetry may also be performed directly on the water-soluble complex, eg, using ascorbic acid and 5-nitrosahcyhc acid (44,45). 

Inhibition of nitrosation is generally accompHshed by substances that compete effectively for the active nitrosating iatermediate. /V-Nitrosamine formation in vitro can be inhibited by ascorbic acid [50-81-7] (vitamin C) and a-tocopherol [59-02-9] (vitamin E) (61,62), as well as by several other classes of compounds including pyrroles, phenols, and a2iridines (63—65). Inhibition of iatragastric nitrosation ia humans by ascorbic acid and by foods such as fmit and vegetable juices or food extracts has been reported ia several instances (26,66,67). 

The most significant chemical characteristic of L-ascorbic acid (1) is its oxidation to dehydro-L-ascorbic acid (L-// fi (9-2,3-hexodiulosonic acid y-lactone) (3) (Fig. 1). Vitamin C is a redox system containing at least three substances L-ascorbic acid, monodehydro-L-ascorbic acid, and dehydro-L-ascorbic acid. Dehydro-L-ascorbic acid and the intermediate product of the oxidation, the monodehydro-L-ascorbic acid free radical (2), have antiscorbutic activity equal to L-ascorbic acid. 

A Chinese pubHcation (47) with 17 references reviews the use of genetically engineered microorganisms for the production of L-ascorbic acid and its precursor, 2-KGA (49). For example, a 2-keto-L-gulonic acid fermentation process from sorbose has been pubUshed with reported yields over 80% (50). 

DAG is treated with ethanol and hydrochloric acid in the presence of inert solvent, eg, chlorinated solvents, hydrocarbons, ketones, etc. The L-ascorbic acid precipitates from the mixture as it forms, minimising its decomposition (69). Cmde L-ascorbic acid is isolated through filtration and purified by recrystallization from water. The pure L-ascorbic acid is isolated, washed with ethanol, and dried. The mother Hquor from the recrystallization step is treated in the usual manner to recover the L-ascorbic acid and ethanol contained in it. The cmde L-ascorbic acid mother Hquor contains solvents and acetone Hberated in the DAG hydrolysis. The solvents are recovered by fractional distillation and recycled. Many solvent systems have been reported for the acid-catalyzed conversion of DAG to L-ascorbic acid (46). Rearrangement solvent systems are used which contain only the necessary amount of water required to give >80% yields of high purity cmde L-ascorbic acid (70). 

Another method that determines both ascorbic acid and dehydroascorbic acid first reduced the dehydroascorbic acid to ascorbic acid and then retains the ascorbic acid on an anionic Sephadex column (82). The ascorbic acid is oxidized on the column to dehyroascorbic acid by -benzoquinone, which simultaneously elutes the dehydroascorbic acid. The dehydroascorbic acid is reacted with 4-iiitro-l,2-phenylenediainine and absorbance of the resulting yeUow solution produced is measured at 375 nm. 

Solid-phase basic dyes ai e also used for the study of their interaction with medical products nicotinic, aminocaproic, acetylsalicylic and ascorbic acids and for the establishing of the new methods of SPS determination in known medical products. 

The following reactions are to be expected with ascorbic acid and dehydroascorbic... 

Ascorbic acid is a reasonably strong reducing agent. The biochemical and physiological functions of ascorbic acid most likely derive from its reducing properties—it functions as an electron carrier. Loss of one electron due to interactions with oxygen or metal ions leads to semidehydro-L-ascorbate, a reactive free radical (Figure 18.30) that can be reduced back to L-ascorbic acid by various enzymes in animals and plants. A characteristic reaction of ascorbic acid is its oxidation to dehydro-L-aseorbie add. Ascorbic acid and dehydroascor-bic acid form an effective redox system. 

In addition to its role in preventing scurvy (see Human Biochemistry box Ascorbic Acid and Scurvy and also Chapter 6), ascorbic acid also plays important roles in the brain and nervous system. It also mobilizes iron in the body, prevents anemia, ameliorates allergic responses, and stimulates the immune system. 

Udenfriend et al. observed that aromatic compounds are hydroxyl-ated by a system consisting of ferrous ion, EDTA, ascorbic acid, and oxygend Aromatic and heteroaroinatic compounds are hydroxylated at the positions which are normally most reactive in electrophilic substitutions. For example, acetanilide gives rise exclusively to the o-and p-hydroxy isomers whereas quinoline gives the 3-hydroxy prod-uct. - The products of the reaction of this system w ith heterocyclic compounds are shown in Table XIII. 

The important commercial feature of these juices, especially significant with blackcurrant and tomato juices, is their ascorbic acid (or vitamin C) content, of which loss by oxidation is known to be accelerated both by heat and by metal (particularly copper) contamination. The effect of copper has been carefully investigated for pure ascorbic acid", and more recently ascorbic acid in blackcurrant juice and model systems. There are, however, oxidation inhibitors of different kinds (which may themselves be heat-sensitive) present in various fruits, which give differing results. The presence of metals will also affect flavours", may cause discoloration, and may give rise to clouding effects, as in apple juice. ... 

Add cautiously (FUME CUPBOARD), and with constant stirring, 10 mL of the ammonium citrate solution this will prevent the precipitation of metals when, at a later stage, the pH value of the solution is increased. Then add 10 mL of the 20 percent ascorbic acid, and adjust to pH 4(BDH narrow-range indicator paper), by the cautious addition of concentrated ammonia solution down the side of the beaker while stirring continuously. Then add lOmL of the 50 per cent potassium cyanide solution (CAUTION ) and immediately adjust to a PH of 9-10 (BDH indicator paper) by the addition of concentrated ammonia solution. 

Vitamin C or L-ascorbic acid (Fig. 1) is chemically defined as 2-oxo-L-theo-hexono-4-lactone-2,3-enediol. Ascorbic acid can be reversibly be oxidized to semidehydro- L-ascorbic acid and further to dehydroas-corbic acid. 

Vitamin C. Figure 1 Structure of ascorbic acid, semidehydro ascorbic acid, and dehydroasorbic acid. 

Persulfate (41) reacts with transition metal ions (e.g. Ag, Fe21, Ti31) according to Scheme 3.42. Various other reduetants have been described. These include halide ions, thiols (e.g. 2-mercaptoethanol, thioglycolic acid, cysteine, thiourea), bisulfite, thiosulfate, amines (triethanolamine, tetramethylethylenediamine, hydrazine hydrate), ascorbic acid, and solvated electrons (e.g. in radiolysis). The mechanisms and the initiating species produced have not been fully elucidated for... 

Tetra Acetyl Glucosone Hydrate. A Novel Route to the Syntheses of Analogues of Ascorbic Acid and a Possible Mechanism for the Transformation of Hexoses into Kojic Acid, M. Stacey and L. M. Turton, J. Chem. Soc., (1946) 661 -664. 

Due to its electronic conductivity, polypyrrole can be grown to considerable thickness. It also constitutes, by itself, as a film on platinum or gold, a new type of electrode surface that exhibits catalytic activity in the electrochemical oxidation of ascorbic acid and dopamine in the reversible redox reactions of hydroquinones and the reduction of molecular oxygen iV-substituted pyrroles are excellent... 

The detection limits for both ascorbic acid and dehydroascorbic acid were ca. 50 ng substance per chromatogram zone. 

Garg A, Kunwar K, Das N, et al. 1980. Endosulfan intoxication Blood glucose, electrolytes, Ca levels, ascorbic acid and glutathione in rats. Toxicol Lett 5 119-123. 

Vitamin C (Figure 45-19) is a vitamin for human beings and other primates, the guinea pig, bats, passerine birds, and most fishes and invertebrates other animals synthesize it as an intermediate in the uronic acid pathway of glucose metabohsm (Chapter 20). In those species for which it is a vitamin, there is a block in that pathway due to absence of gulonolactone oxidase. Both ascorbic acid and dehydroascorbic acid have vitamin activity. 

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