Date published: 2026-4-30

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D-Allylglycine (CAS 54594-06-8)

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Application:
D-Allylglycine is Used for the preparation of enantiomerically pure α-tertiary and α-quaternary α-amino acids
CAS Number:
54594-06-8
Molecular Weight:
115.13
Molecular Formula:
C5H9NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-Allylglycine is a compound that functions as an inhibitor of glutamate decarboxylase, an enzyme involved in the synthesis of the neurotransmitter gamma-aminobutyric acid (GABA). By inhibiting this enzyme, D-Allylglycine disrupts the conversion of glutamate to GABA, leading to a decrease in GABA levels within the central nervous system. This disruption can be utilized in applications to investigate the role of GABA in various physiological and pathological processes. D-Allylglycine can be used to study the impact of altered GABA levels on neurotransmission, synaptic plasticity, and behavior. Its mechanism of action involves targeting the active site of glutamate decarboxylase, thereby interfering with its ability to catalyze the decarboxylation of glutamate. This inhibition ultimately results in the modulation of GABAergic neurotransmission, providing insights into the functional significance of GABA in the central nervous system.


D-Allylglycine (CAS 54594-06-8) References

  1. Ring-closing metathesis of C-terminal allylglycine residues with an N-terminal beta-vinyl-substituted phosphotyrosyl mimetic as an approach to novel Grb2 SH2 domain-binding macrocycles.  |  Oishi, S., et al. 2005. Chembiochem. 6: 668-74. PMID: 15719347
  2. Disruption of GABAergic tone in the dorsomedial hypothalamus attenuates responses in a subset of serotonergic neurons in the dorsal raphe nucleus following lactate-induced panic.  |  Johnson, P., et al. 2008. J Psychopharmacol. 22: 642-52. PMID: 18308791
  3. Cyclic opioid peptide agonists and antagonists obtained via ring-closing metathesis.  |  Berezowska, I., et al. 2009. Chem Biol Drug Des. 74: 329-34. PMID: 19694755
  4. An improved racemase/acylase biotransformation for the preparation of enantiomerically pure amino acids.  |  Baxter, S., et al. 2012. J Am Chem Soc. 134: 19310-3. PMID: 23130969
  5. Stimuli-responsivity of secondary structures of glycopolypeptides derived from poly(L-glutamate-co-allylglycine).  |  Krannig, KS., et al. 2014. Biomacromolecules. 15: 978-84. PMID: 24491152
  6. Metabolic remodeling of bacterial surfaces via tetrazine ligations.  |  Pidgeon, SE. and Pires, MM. 2015. Chem Commun (Camb). 51: 10330-3. PMID: 26027845
  7. Injection of L-allylglycine into the posterior hypothalamus in rats causes decreases in local GABA which correlate with increases in heart rate.  |  Abshire, VM., et al. 1988. Neuropharmacology. 27: 1171-7. PMID: 3205383
  8. Chronic inhibition of GABA synthesis in the infralimbic cortex facilitates conditioned safety memory and reduces contextual fear.  |  Kreutzmann, JC. and Fendt, M. 2020. Transl Psychiatry. 10: 120. PMID: 32332716
  9. Chronic unilateral inhibition of GABA synthesis in the amygdala increases specificity of conditioned fear in a discriminative fear conditioning paradigm in rats.  |  El Matine, R., et al. 2023. Prog Neuropsychopharmacol Biol Psychiatry. 124: 110732. PMID: 36792003
  10. Action of progabide in the photosensitive baboon, Papio papio.  |  Cepeda, C., et al. 1982. Epilepsia. 23: 463-70. PMID: 7140662
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  12. Proconvulsant, convulsant and other actions of the D- and L-stereoisomers of allylglycine in the photosensitive baboon, Papio papio.  |  Meldrum, BS., et al. 1979. Electroencephalogr Clin Neurophysiol. 47: 383-95. PMID: 89942

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-Allylglycine, 250 mg

sc-218013
250 mg
$140.00