TACA

Names

[ Name ]:
TACA

[Synonym ]:
MFCD00673818
4-Amino-trans-crotonsaeure
4-amino-trans-crotonic acid
trans-4-Aminocrotonic acid,TACA
4-amino-2-butenoic acid
trans-4-aminocrotonic acid

Biological Activity

[Description]:

TACA (trans-4-Aminocrotonic acid) is a potent agonist of GABAA and GABAC receptors (KD= 0.6 μM). TACA also is GABA uptake inhibitor and substrate for GABA-T. TACA produces late biphasic responses in the MPG neurons[1][2][3].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

KD: 0.6 μM (GABAC)[1].

[In Vivo]

TACA is a potent competitive inhibitor of GABA uptake in rat brain slices and thus is possibly a substrate for the GABA uptake system[3].

[References]

[1]. Chebib M, et al. Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists. Br J Pharmacol. 1997;122(8):1551-1560.

[2]. Akasu T, et al. Role of GABAA and GABAC receptors in the biphasic GABA responses in neurons of the rat major pelvic ganglia. J Neurophysiol. 1999;82(3):1489-1496.

[3]. Johnston GA, et al. Cis- and trans-4-aminocrotonic acid as GABA analogues of restricted conformation. J Neurochem. 1975;24(1):157-160.

Chemical & Physical Properties

[ Density]:
1.169 g/cm3

[ Boiling Point ]:
300.4ºC at 760 mmHg

[ Melting Point ]:
>158°C (lit.)

[ Molecular Formula ]:
C₄H₇NO₂

[ Molecular Weight ]:
101.10400

[ Flash Point ]:
135.5ºC

[ Exact Mass ]:
101.04800

[ PSA ]:
63.32000

[ LogP ]:
0.28620

Safety Information

[ Safety Phrases ]:
S22-S24/25

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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