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Chemical Compound Review

D-Butyrine     (2R)-2-aminobutanoic acid

Synonyms: D-Ethylglycine, h-abu-oh, H-D-Aib-OH, AmbotzHAA1006, PubChem15607, ...
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Disease relevance of D-alpha-aminobutyric acid

  • MATERIALS AND METHODS:A detailed analysis of Agamma gene activation in the presence of alpha-aminobutyric acid and sodium butyrate was completed in stable mouse erythroleukemia (MEL) cell pools established with seven Agamma promoter truncation mutants [1].
  • The entire polypeptide chains for two new Clostridium pasteurianum ferredoxin (Fd) mutants were prepared with the following site-specific substitutions: Cys11Asp and Cys11 alpha-aminobutyric acid (Cys11 alpha-Aba), the latter being a non-naturally occurring amino acid [2].
  • The peptide 93--145 of beta-hCG with substitution of cysteines at 93, 100 and 110 by alpha-aminobutyric acid was synthesized by solid phase and conjugated to tetanus toxoid by an active ester method [3].
  • Leaky revertants isolated from isoleucine auxotrophs of Serratia marcescens mutant resistant to alpha-aminobutyric acid were previously reported to accumulate leucine in the medium, due to the absence of both feedback inhibition and repression of leucine biosynthesis [4].

High impact information on D-alpha-aminobutyric acid


Biological context of D-alpha-aminobutyric acid


Anatomical context of D-alpha-aminobutyric acid

  • Agonists at the benzodiazepine receptor (BZR) produce their effects through potentiation of the inhibitory alpha-aminobutyric acid-mediated neurotransmission in the central nervous system via positive allosteric modulation of the gamma-aminobutyric acidA receptor [13].
  • We investigated the effects of microdialyzing alpha-aminobutyric acid (GABA) receptor antagonists into either the medial preoptic area (mPOA) or the arcuate-ventromedial region (ARC-VMR) on LH secretion [14].
  • Injected pigment-dispersing hormone peptide decreased the number of pigment granules, implicating this peptide in screening pigment migration, but produced no changes in synapse-related organelles. alpha-Aminobutyric acid exclusively decreased the number of L2 feedback synapses [15].
  • Approximately the same levels of alpha-aminobutyric acid were present in the exudates of the bacterium-treated seeds and the control seeds, but the amount of alpha-aminobutyric acid was lower in the tissues of the bacterium-treated seeds than in the control seeds [16].
  • These data suggest that hypotensive events elicited by lateral nodulus-uvula stimuli represent a central, alpha-aminobutyric acid-mediated, phasic inhibition of vasomotor drive mediated through autonomic ganglia to alpha-adrenoreceptors in the vasculature [17].

Associations of D-alpha-aminobutyric acid with other chemical compounds


Gene context of D-alpha-aminobutyric acid


Analytical, diagnostic and therapeutic context of D-alpha-aminobutyric acid


  1. Butyrate-inducible elements in the human gamma-globin promoter. Pace, B.S., Chen, Y.R., Thompson, A., Goodman, S.R. Exp. Hematol. (2000) [Pubmed]
  2. Synthetic mutants of Clostridium pasteurianum ferredoxin: open iron sites and testing carboxylate coordination. Feinberg, B.A., Lo, X., Iwamoto, T., Tomich, J.M. Protein Eng. (1997) [Pubmed]
  3. Immunobiological properties of a carboxy-terminal 53-amino acid peptide of the beta subunit of human chorionic gonadotropin. Sahal, D., Ramakrishnan, S., Iyer, K.S., Das, C., Talwar, G.P. J. Reprod. Immunol. (1982) [Pubmed]
  4. Pathway for isoleucine formation form pyruvate by leucine biosynthetic enzymes in leucine-accumulating isoleucine revertants of Serratia marcescens. Kisumi, M., Komatsubara, S., Chibata, I. J. Biochem. (1977) [Pubmed]
  5. Effects of butyrate and glucocorticoids on gamma- to beta-globin gene switching in somatic cell hybrids. Zitnik, G., Peterson, K., Stamatoyannopoulos, G., Papayannopoulou, T. Mol. Cell. Biol. (1995) [Pubmed]
  6. Structural determinants for activity of glucagon-like peptide-2. DaCambra, M.P., Yusta, B., Sumner-Smith, M., Crivici, A., Drucker, D.J., Brubaker, P.L. Biochemistry (2000) [Pubmed]
  7. Direct demonstration of a humorally-mediated inhibition of renal phosphate transport in the Hyp mouse. Lajeunesse, D., Meyer, R.A., Hamel, L. Kidney Int. (1996) [Pubmed]
  8. Substrate specificity of porcine renin: P1', P1, and P3 residues of renin substrates are crucial for activity. Wang, W., Liang, T.C. Biochemistry (1994) [Pubmed]
  9. Some chemical and physical characteristics of pantomycin, and antiobiotic isolated from Streptomyces hygroscopicus. Gurusiddaiah, S., Graham, S.O. Antimicrob. Agents Chemother. (1980) [Pubmed]
  10. Placental and fetal composition during the last trimester of gestation in the rat. Greizerstein, H.B. Biol. Reprod. (1982) [Pubmed]
  11. Chromatographic analysis of hydroxylysine glycosides and acid hydrolyzates. Peczon, B.D., Antreasian, R., Bucay, P. J. Chromatogr. (1979) [Pubmed]
  12. Chemotactic response of human monocytes to pentapeptide analog derived from immunodeficiency virus protein gp 120. Spisani, S., Gavioli, R., Giuliani, A.L., Cavalletti, T., Marastoni, M., Balboni, G., Salvadori, S., Tomatis, R., Traniello, S. Inflammation (1990) [Pubmed]
  13. Relationship between benzodiazepine receptor occupancy and functional effects in vivo of four ligands of differing intrinsic efficacies. Facklam, M., Schoch, P., Bonetti, E.P., Jenck, F., Martin, J.R., Moreau, J.L., Haefely, W.E. J. Pharmacol. Exp. Ther. (1992) [Pubmed]
  14. Effects of dialyzing gamma-aminobutyric acid receptor antagonists into the medial preoptic and arcuate ventromedial region on luteinizing hormone release in male sheep. Ferreira, S.A., Hileman, S.M., Kuehl, D.E., Jackson, G.L. Biol. Reprod. (1998) [Pubmed]
  15. Neurotransmitters alter the numbers of synapses and organelles in photoreceptor terminals in the lamina of the housefly, Musca domestica. Pyza, E., Meinertzhagen, I.A. J. Comp. Physiol. A (1998) [Pubmed]
  16. Levels of ACC and related compounds in exudate and extracts of canola seeds treated with ACC deaminase-containing plant growth-promoting bacteria. Penrose, D.M., Glick, B.R. Can. J. Microbiol. (2001) [Pubmed]
  17. Nodulus-uvula depressor response: central GABA-mediated inhibition of alpha-adrenergic outflow. Henry, R.T., Connor, J.D., Balaban, C.D. Am. J. Physiol. (1989) [Pubmed]
  18. Organisation of the cerebellar nucleus of the dogfish, Scyliorhinus canicula L.: a light microscopic, immunocytochemical, and ultrastructural study. Alvarez-Otero, R., Perez, S.E., Rodriguez, M.A., Anadón, R. J. Comp. Neurol. (1996) [Pubmed]
  19. The free amino acid pool in Leishmania tropica promastigotes. Simon, M.W., Jayasimhulu, K., Mukkada, A.J. Mol. Biochem. Parasitol. (1983) [Pubmed]
  20. Decreased cerebrospinal fluid levels of neutral and basic amino acids in patients with Parkinson's disease. Molina, J.A., Jiménez-Jiménez, F.J., Gomez, P., Vargas, C., Navarro, J.A., Ortí-Pareja, M., Gasalla, T., Benito-León, J., Bermejo, F., Arenas, J. J. Neurol. Sci. (1997) [Pubmed]
  21. Blood-brain amino acid transport and content during anoxia and reoxygenation. Drewes, L.R., Conway, W.P., Gilboe, D.D. Am. J. Physiol. (1977) [Pubmed]
  22. Kinetics of primary interaction of D-amino acid oxidase with its substrate. Lange, R., Hui Bon Hoa, G., Douzou, P., Yagi, K. Biochem. Int. (1983) [Pubmed]
  23. Spectroscopic demonstration of an initial stage of the complex of D-amino acid oxidase and its substrate D-alpha-aminobutyric acid. Yagi, K., Lange, R., Douzou, P. Biochem. Biophys. Res. Commun. (1980) [Pubmed]
  24. Effectiveness of traditional Chinese medicine in Alzheimer disease. Oishi, M., Mochizuki, Y., Takasu, T., Chao, E., Nakamura, S. Alzheimer disease and associated disorders. (1998) [Pubmed]
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