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Chemical Compound Review:

beta-Lactate 3-hydroxypropanoic acid

Synonyms: b-Lactic acid, zlchem 452, PubChem12598, ACMC-1AQ08, AG-F-69346, ...

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Disease relevance of beta-Lactic acid

beta-Hydroxypropionic acid- and hydroxyacetic acid-uroporphyrin I have been isolated from the urine of a patient with congenital erythropoietic porphyria by reversed phase high performance liquid chromatography [1].
The utility of LC/ESI-MS employing this elution system is demonstrated by the determination of 3HP-CoA and lactyl-CoA (converted to CoA-thioesters from their corresponding free acids using CoA-transferase) in fermentation broths from Escherichia coli strains engineered for the production of 3-hydroxypropionic acid (3HP) [2].

High impact information on beta-Lactic acid

Base-catalyzed hydrolysis of the potent liver carcinogen 1-nitroso-5,6-dihydrouracil [(NDHU) CAS: 16813-36-8] afforded 3-hydroxypropionic acid and acrylic acid in 72 and 6% yield, respectively [3].
By using [1'-(14)C]-3, [1'-(13)C]-3, and [2',3'-(13)C]-3 as substrates, radiochemical and NMR analyses of incubation mixtures revealed that the complete oxidation of 3 by HRP yields 4 (0.2 mol), beta-hydroxypropionic acid (17, 0.2 mol), and N-methylquinolinium (16, 0.8 mol) [4].
Lymphocyte propionyl-CoA carboxylase is an early and sensitive indicator of biotin deficiency in rats, but urinary excretion of 3-hydroxypropionic acid is not [5].
Major metabolites in plasma after oral administration of MET-88 were glucose, succinic acid, and 3-hydroxypropionic acid, and in vitro studies revealed that MET-88 was converted to 3-hydroxypropionic acid by gamma-butyrobetaine hydroxylase (EC 1.14. 11.1) [6].
Isolation and characterization of beta-hydroxypropionic acid- and hydroxyacetic acid-uroporphyrin I in the urine of a patient with congenital erythropoietic porphyria by high performance liquid chromatography and liquid secondary ion mass spectrometry [1].

Analytical, diagnostic and therapeutic context of beta-Lactic acid

After trimethylsilylation and gas chromatography, the waste product was identified by mass spectrometry as 3-hydroxypropionic acid [7].
HPLC analysis of the urine of AA- and EA-dosed animals indicated the presence of 3-hydroxypropionic acid [8].

References

Isolation and characterization of beta-hydroxypropionic acid- and hydroxyacetic acid-uroporphyrin I in the urine of a patient with congenital erythropoietic porphyria by high performance liquid chromatography and liquid secondary ion mass spectrometry. Guo, R., Chai, W., Rideout, J.M., Lawson, A.M., Lim, C.K. Biomed. Chromatogr. (1990) [Pubmed]
Separation and identification of organic acid-coenzyme A thioesters using liquid chromatography/electrospray ionization-mass spectrometry. Dalluge, J.J., Gort, S., Hobson, R., Selifonova, O., Amore, F., Gokarn, R. Analytical and bioanalytical chemistry. (2002) [Pubmed]
In vitro and in vivo formation of 7-(2'-carboxyethyl)guanine from the liver carcinogen 1-nitroso-5,6-dihydrouracil and its reactions with water and methanol. Mirvish, S.S., Ross, A.E., Gold, B., Drake, N. J. Natl. Cancer Inst. (1985) [Pubmed]
N-dealkylation of an N-cyclopropylamine by horseradish peroxidase. Fate of the cyclopropyl group. Shaffer, C.L., Morton, M.D., Hanzlik, R.P. J. Am. Chem. Soc. (2001) [Pubmed]
Lymphocyte propionyl-CoA carboxylase is an early and sensitive indicator of biotin deficiency in rats, but urinary excretion of 3-hydroxypropionic acid is not. Mock, D.M., Mock, N.I. J. Nutr. (2002) [Pubmed]
Pharmacokinetics and biological fate of 3-(2,2, 2-trimethylhydrazinium)propionate dihydrate (MET-88), a novel cardioprotective agent, in rats. Yoshisue, K., Yamamoto, Y., Yoshida, K., Saeki, M., Minami, Y., Esumi, Y., Kawaguchi, Y. Drug Metab. Dispos. (2000) [Pubmed]
A previously undescribed pathway for pyrimidine catabolism. Loh, K.D., Gyaneshwar, P., Markenscoff Papadimitriou, E., Fong, R., Kim, K.S., Parales, R., Zhou, Z., Inwood, W., Kustu, S. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
The disposition and metabolism of acrylic acid and ethyl acrylate in male Sprague-Dawley rats. deBethizy, J.D., Udinsky, J.R., Scribner, H.E., Frederick, C.B. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1987) [Pubmed]

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