Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Hydroxyanthranilic acids

Malherbe P, C Kohler, M Da Prada, G Lang, V Kiefer, R Schwarcz, H-W Lahm, AM Cesura (1994) Molecular cloning and functional expression of human 3-hydroxyanthranilic-acid dioxygenase. J Biol Chem 269 13792-13979. [Pg.550]

The analysis of amino acids involves chromatographic issues similar to those encountered in analysis of simple amines. Underivatized amino acids have, with a few exceptions, weak UV absorbance and a strong tendency to interact with stationary phases in undesirable ways. Underivatized amino acids are normally separated with ion exchange chromatography, then visualized post-column by reaction with ninhydrin, o-phthaladehyde (OPA), or other agents. Underivatized tryptophan and the metabolites kynurenine, 3-hydroxykynurenine, kynurenic acid, and 3-hydroxyanthranilic acid, were separated on a Partisphere 5-p ODS column with fluorescent detection.121... [Pg.166]

The biosynthesis and metabolism of nicotinic acid in disease has received little attention metabolic studies deal mainly with normal animals and man (01, R5). After a tryptophan load dose, the main catabolites in the urine are nicotinuric acid, N1-methylnicotinamide, nicotinamide, quinolinic acid, kynurenine, 6-pyridone, anthranilic acid, and 3-hydroxyanthranilic acid. These excretory products were estimated... [Pg.203]

Alkaloids derived from nicotinic acid contain a pyridine nucleus. Nicotinic acid itself is synthesized from L-tryptophan via A-formylkynurenine, L-kynurenine, 3-hydroxykynurenine, 3-hydroxyanthranilic acid and quinolinic acid. [Pg.85]

Phenazines.—Results on the biosynthesis of microbial phenazines from shikimic acid (previously published in preliminary form cf. Vol. 5, p. 44 and Vol. 7, p. 27) are now available in full papers.53 Additional results are that 2,3-dihydro-3-hydroxyanthranilic acid (140) was not a precursor for iodinin (141), nor was... [Pg.24]

Kynureninase is involved in the oxidative metabolism of tryptophan. It catalyzes the conversion of L-kynurenine to anthranilic acid. The enzyme also converts L-3-hydroxykyneurenine to 3-hydroxyanthranilic acid. The latter compound has a high fluorescence, which is the basis for detection in this assay. [Pg.267]

Figure 9-53 Determination of lymphocyte kynureninase activity levels using HPLC. Enzyme activity is measured by quantification of formation of the product, 3-hydroxyanthranilic acid (3-HA A). (A) 3-HA A standard (12.0 nmol/L). (fl), Lymphocyte homogenate blank. (C) Lymphocyte 3-HAA production after 5 min of incubation in presence of 3-hydroxy-kynurenine. Peaks 1,3-HAA unmarked peaks are unidentified components. (From Ubbink et al., 1991.)... Figure 9-53 Determination of lymphocyte kynureninase activity levels using HPLC. Enzyme activity is measured by quantification of formation of the product, 3-hydroxyanthranilic acid (3-HA A). (A) 3-HA A standard (12.0 nmol/L). (fl), Lymphocyte homogenate blank. (C) Lymphocyte 3-HAA production after 5 min of incubation in presence of 3-hydroxy-kynurenine. Peaks 1,3-HAA unmarked peaks are unidentified components. (From Ubbink et al., 1991.)...
Kynureninase Kynureninase is apyridoxalphosphate (vitamin Be)-dependent enzyme that catalyzes the hydrolysis of 3-hydroxykynurenine to 3-hydroxyanthranilic acid, releasing the side chain as alanine. Impairment... [Pg.213]

Fig. 10. Structures of nonribosomally synthesized peptides of bacterial origin (1-6) and fungal origin (7-9). Me, N-methylated peptide boni Orn, ornithine 4-MHA, 4-methyl-3-hydroxyanthranilic acid Aad, aminoadipic acid Aeo, 2-amino-9,10-epoxy-8-oxodecanoic acid D-Hiv, D-hydroxyisovaleric acid Bmt, (4i )-4-[( )-2-butenyl]-4-methyl-L-threonine Abu, a-aminoisobutyric acid Sar, sarcosine. The boxes signify gene products for peptide synthetases composed of modules which activate and process the indicated amino acids... Fig. 10. Structures of nonribosomally synthesized peptides of bacterial origin (1-6) and fungal origin (7-9). Me, N-methylated peptide boni Orn, ornithine 4-MHA, 4-methyl-3-hydroxyanthranilic acid Aad, aminoadipic acid Aeo, 2-amino-9,10-epoxy-8-oxodecanoic acid D-Hiv, D-hydroxyisovaleric acid Bmt, (4i )-4-[( )-2-butenyl]-4-methyl-L-threonine Abu, a-aminoisobutyric acid Sar, sarcosine. The boxes signify gene products for peptide synthetases composed of modules which activate and process the indicated amino acids...
C8H9N03 3-hydroxyanthranilic acid methyl ester 17672-21-8 513.79 45.211 2 13885 C8H10N2O2 o-anisic acid, hydrazide 7466-54-8 524.40 46.233 2... [Pg.467]

It was furthermore reported (K20) that nicotinic acid-deficient animals would grow only if given tryptophan, thus suggesting the conversion of tryptophan to nicotinic acid. Not only is tryptophan converted to nicotinic acid but also kynurenine and 3-hydroxyanthranilic acid. The peculiar degradation of the latter to pyridine derivatives gave rise to many interesting investigations. 3-Hydroxyanthranilic acid is derived from 3-hydroxykynurenine, another important tryptophan metabolite, the his-... [Pg.64]

In the same year paper chromatography was first attempted by Benassi (B4) for the simultaneous analysis of 8 tryptophan metabolites (kyn-urenine, 3-hydroxykynurenine, kynurenic acid, xanthurenic acid, anthra-nilic acid, 3-hydroxyanthranilic acid, 2-aminoacetophenone, and 2-amino-3-hydroxyacetophenone), separated by means of a mixtiue of methanol, n-butanol, benzene, and water and revealed through the fluorescence in ultraviolet light of 3655 A. Each compound elicits a different fluorescent color (cf. Table 1). [Pg.69]

The pieces of paper with 3-hydroxykynurenine, 3-hydroxyanthranilic acid, and xanthurenic acid are each placed in an Erlenmeyer flask fitted with a ground-glass stopper and containing 3.8 ml distilled water. After 15-16 hours, 1 ml diazotized sulfanilic acid (0.5% in 2% hydrochloric acid mixed immediately before using with an equal volume of 0.5% solution of sodium nitrite in water) and 0.2 ml pyridine are added. The temperature must be held constant at 15° to obtain reproducible results. The color resulting from xanthurenic acid is read immediately at 510 mp, and of the other two derivatives after 60-80 minutes at 450 mp. [Pg.71]

A column of Amberlite IR-120, 0.9 X 28 cm, held constant at 37°C and formic acid-pyridine buffers are employed. With a buffer formic acid-pyridine 0.2 N, pH 2.50-2.60, kynurenic, xanthurenic, and o-amino-hippuric acids are eluted successively from the column. By increasing molarity and pH, respectively, to 0.3 N and 4.20 there emerge kynurenine, 3-hydroxyanthranilic acid, and 3-hydroxykynurenine, which are collected automatically in fractions of 2 ml. Figure 3 gives an example of chromatographic separation. [Pg.73]

Fic. 3. Chromatographic fractionation of a mixture of tryptophan metabolites on an ion-exchange column of Amberlite IR-120 ( 28 X 0.9 cm). The temperature was held at 37 °C and the flow rate was adjusted at 12 ml per hour with formic acid-pyridine buffers. The metabolite concentration is given as (ig/ml after fluorometric readings. Effluent was collected in 2-ml fractions. The following abbreviations are used KA, kynurenic acid XA, xanthurenic acid AHA, o-aminohippuric acid K, kynurenine 30HAA, 3-hydroxyanthranilic acid 30HK, 3-hydroxykynurenine. [Pg.73]

As previously mentioned, 3-hydroxyanthranilic acid was found chro-matographically by Musajo et al. (M18) in the urine of tuberculous patients. This was the starting point for an extensive investigation of tryptophan metabolites excreted spontaneously, i.e., by normal subjects or patients with different diseases all fed a normal diet without added tryptophan. [Pg.74]

Hydroxykynurenine Kynurenic acid Xanthurenic acid o-Aminohippuric acid 3-Hydroxyanthranilic acid... [Pg.76]

The following abbreviations are used K, kynurenine ACK, N-a-acetylkynuren-ine 30HK, 3-hydroxykynurenine 30HAA, 3-hydroxyanthranilic acid XA, xanthurenic acid KA, kynurenic acid. [Pg.77]

Excretion of 3-hydroxykynurenine and 3-hydroxyanthranilic acid is found to be increased in some of the patients with Hodgkin s disease (8 of 28), especially when the general conditions of the patients deteriorate. The other metabolites are present in normal quantities. [Pg.77]

Bladder and Kidney Cancer and Other Urological Diseases. The excretory pattern in cases of bladder tumor has been studied for many years in our laboratory (B5, B8) after Boyland and Williams (B18) had suspected that o-aminophenolic metabolites of tryptophan (i.e., 3-hydroxykynurenine, 3-hydroxyanthranilic acid, and 2-amino-3-hydroxy-acetophenone) might be endogenous agents of bladder cancer simi-... [Pg.80]

Of these only 60 excreted abnormal levels of urinary metabolites high amounts of 3-hydroxykynurenine and 3-hydroxyanthranilic acid were observed, respectively, in 29 and in 4 cases. However, the compound whose... [Pg.84]

From our investigation it is evident that abnormal excretion of tryptophan metabolites is not a typical feature of bladder tumor subjects, since human beings with neoplastic and nonneoplastic extrabladder urinary diseases have also been found to excrete spontaneously elevated amounts of tryptophan derivatives. It seems that the metabolic abnormality is not restricted to bladder tumors, but is rather more specific for patients with tumors of the upper urinary tracts and of the renal parenchyma. Actually 59% of these patients (Fig. 4) excreted abnormal amounts of kynurenine, 3-hydroxykynurenine, and 3-hydroxyanthranilic acid. [Pg.85]


See other pages where Hydroxyanthranilic acids is mentioned: [Pg.49]    [Pg.58]    [Pg.237]    [Pg.237]    [Pg.376]    [Pg.312]    [Pg.312]    [Pg.432]    [Pg.119]    [Pg.283]    [Pg.209]    [Pg.248]    [Pg.213]    [Pg.969]    [Pg.779]    [Pg.66]    [Pg.67]    [Pg.68]    [Pg.70]    [Pg.72]    [Pg.75]    [Pg.75]    [Pg.75]    [Pg.75]    [Pg.80]    [Pg.81]   
See also in sourсe #XX -- [ Pg.312 , Pg.432 ]

See also in sourсe #XX -- [ Pg.26 , Pg.965 , Pg.966 , Pg.978 , Pg.1015 ]

See also in sourсe #XX -- [ Pg.965 , Pg.966 , Pg.978 , Pg.1015 ]

See also in sourсe #XX -- [ Pg.568 ]

See also in sourсe #XX -- [ Pg.208 ]

See also in sourсe #XX -- [ Pg.92 ]




SEARCH



3- Hydroxyanthranilate

© 2024 chempedia.info