Y-aminobutanoic acid

The commercially available lactam 76 is usable for amino acid synthesis as a chiral cyclic building block. 4-Fluoro- and 4,4-difluoro-3-aminocyclopentane carboxylic acids 79 and 81, potential inhibitors of y-aminobutanoic acid (GABA) aminotransferase, were synthesized as shown in Scheme 9.19 [39]. In this process, replacement of hydroxyl or carbonyl groups with fluorine was achieved by the use of DAST. Interestingly, the stereochemistry in substitution with DAST is retained [40], although it is by inversion in most cases [26]. Hydrolysis of 78 gave 80. 

There are a large variety of messengers, many of them quite simple molecules. Neurotransmitters include such compounds as acetylcholine, noradrenaline, dopamine, y-aminobutanoic acid (GABA), serotonin, 5-hydroxytryptophan, and even glycine (Fig. 5.3). 

The target molecules in the preceding scheme have been transformed further to give amino acids 26,27 and 28 which are of pharmacological interest as conformationally constrained analogs of y-aminobutanoic acid, d- and L-glutamic acid, respectively. 

Aminobutanoic acid y-Aminobutanoic acid. See Aminobutyric acid... 

CAS 56-12-2 EINECS/ELINCS 200-258-6 Synonyms 4-Aminobutanoic acid y-Aminobutanoic acid 4-Aminobutyric acid 4-Amino-n-butyric acid DL-4-Aminobutyric acid y-Aminobutyric acid y-Amino-n-butyric acid Butanoic acid, 4-amino- Butyric acid, 4-amino- 3-Carboxypropyiamine GABA Giobuiin, immune human serum immugiobin Piperidic acid Piperidinic acid Classification Organic compd. nonprotein amino acid... 

Strong acids or bases catalyze the hydrolysis of 2-pyrrohdinone to 4-aminobutanoic acid [y-aminobutyric acid [56-12-2] (GABA)]. GABA is involved in the functioning of the brain and nervous system and is of considerable interest as a potential dietary supplement (60). 

Aminobutanoic acid known as y-aminobutyric acid (GABA), it is a y-amino acid and is involved in the transmission of nerve impulses... 

One of the amino acids in Table 27.1 is the biological precursor to y-aminobutyric acid (4-aminobutanoic acid), which it forms by a decarboxylation reaction. Which amino acid is this ... 

Since our original aPNA publication, there have been other reports of the incorporation of nucleobases into a-helical peptides. Mihara and coworkers reported that a-hehcal coiled-coiled peptides could be stabilized by base pairs between complementary y-nucleobase-a-aminobutanoic acids [78] They have also reported that the incorporation of such nucleoamino acids into a-hehcal segments of HIV-1 Rev and HIV-1 nucleocapsid protein can result in increased binding affinity and specificity to HIV-1 RRE RNA and SL3 RNA respectively [79, 80]. 

The hydrogenation in the presence of Pd/C is also effective for the conversion of nitro compounds to amines.94 The Michael addition of nitromethane to 2-alkenoic esters followed by catalytic hydrogenation using 10% Pd/C in acetic acid and hydrolysis is a convenient method for the preparation of 3-alkyl-4-aminobutanoic acids, which are important y-amino acids for biological study (Eq. 6.48).94b The reduction can be carried out at room temperature and atmospheric pressure. 

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