4-Aminobutanoic acid/g-Aminobutyric acid/g-Amino-n-butyric Acid/GABA/Butanoic acid, 4-amino-/γ-Amino-n-butyric acid/gamma-aminobutyric acid/4-Aminobutyric acid
Effect of 4-Aminobutanoic acid on digestive enzymes, absorption function, and immune function of intestinal mucosa in heat-stressed chicken.[Pubmed: 25085934]Poult Sci. 2014 Oct;93(10):2490-500. To explore the effect of dietary 4-Aminobutanoic acid (GABA) on digestive enzyme activity, absorption function and immune function of intestinal mucosa in heat-stressed Wenchang chicken were studied. METHODS AND RESULTS:One-day-old male Wenchang chickens were randomly divided into a control group (CK), heat stress group (HS), and 4-Aminobutanoic acid+HS group. The chickens from the 4-Aminobutanoic acid+HS group were administered with 0.2 mL of 4-Aminobutanoic acid solution daily. Chickens from HS and 4-Aminobutanoic acid+HS groups were subjected to heat stress treatment at 40 ± 0.5°C for 2 h during 1300 to 1500 h every day. Blood was drawn and 0.5 cm-long duodenum, jejunum, and ileum were collected from the chickens on d 3, 5, 7, 9, 12, and 15. Results showed that the activity of Ca²⁺-Mg²⁺-adenosine triphosphatase (ATPase), Na⁺-K⁺-ATPase, maltase, sucrase, and alkaline phosphatase, the contents of secretory IgA, glutathione, and d-xylose, and the number of lymphocytes in HS group were significantly lower than those in the CK group. Among them, some were rescued after the treatment of 4-Aminobutanoic acid as the time extension.
248.0±23.0 °C at 760 mmHg
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delta 1-Pyrroline is a putrescine metabolite that is biotransformed by rabbit liver preparations to 4-aminobutanoic acid and its lactam, 2-pyrrolidinone. Analysis of dilute aqueous solutions of delta 1-pyrroline by proton nuclear magnetic resonance indicated the the predominating species in the liver incubation preparations was delta 1-pyrroline monomer, although other species, such as 4-aminobutyraldehyde an delta 1-pyrroline timer, may exist in equilibrium with the monomer. [2H12]-delta 1-Pyrroline trimer was synthesized from [2H5]pyrrolidine by conversion to the N-chloro derivative followed by dehydrohalogenation. 4-Aminobutanoic acid was measured by a gas chromatographic mass spectrometric assay after derivatization with dimethylformamide dimethyl acetal. The 4-aminobutanoic acid homologue, 5-aminovaleric acid, served as internal standard. 2-Pyrrolidinone was hydrolyzed and measured as 4-aminobutanoic acid. A comparison of the amounts of product formed following incubation of labeled and unlabeled delta 1-pyrroline indicated a significant isotope effect in the formation of 2-pyrrolidinone. The influence of the label was much less on 4-aminobutanoic acid production. The results suggest that there are two separate pathways involved in the reaction.
Applications of deuterium labeling in the study of the in vitro conversion of delta 1-pyrroline to 4-aminobutanoic acid and 2-pyrrolidinone.
Callery PS, Nayar MS, Geelhaar LA, Stogniew M, Jakubowski EM.
Racemic 3-(p-totyl)-4-aminobutyric acid was obtained, resolved into enantiomers and their absolute configuration was determined. Both the racemic acid and two enantiomers were screened for CNS activity. R (+) enantiomers is 14–27-fold more effective than the S(-) one and 1.2–2.1 fold more effective than the racemate.
3-(p-tolyl)-4-aminobutanoic acid synthesis, resolution into enantiomers and pharmacological activity.
Witczuk B, Zobacheva MM, Khaunina RA, Perekalin VV, Kupryszewski G.
Substituted 4-aminobutanoic acids were studied as potential irreversible inactivators of purified pig brain gamma-aminobutyric acid aminotransferase, the enzyme responsible for the degradation of the inhibitory neurotransmitter, gamma-aminobutyric acid. It was found that unlike the related 4-amino-5-halopentanoic acids (Silverman, R. B., and Levy, M. A. (1981) Biochemistry 20, 1197), the 4-amino-3-halobutanoic acids were substrates for this enzyme, undergoing exclusive elimination to succinic semialdehyde and producing no inactivation. The hydroxy analogue, however, underwent exclusive transamination and no succinic semialdehyde was detected. These results are discussed in terms of the nature of the substituents, the structure of the active site of gamma-aminobutyric acid aminotransferase, and the design of mechanism-based inactivators.
Substituted 4-aminobutanoic acids. Substrates for gamma-aminobutyric acid alpha-ketoglutaric acid aminotransferase.
Silverman RB, Levy MA.
1981 Nov 25