PeptideDB

TACA (trans-4-Aminocrotonic acid) 38090-53-8

TACA (trans-4-Aminocrotonic acid) 38090-53-8

CAS No.: 38090-53-8

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

Physicochemical Properties


Molecular Formula C4H7NO2
Molecular Weight 101.10
Exact Mass 101.048
CAS # 38090-53-8
PubChem CID 5310987
Appearance Off-white to yellow solid powder
Density 1.169 g/cm3
Boiling Point 300.4ºC at 760 mmHg
Melting Point >158°C (lit.)
Flash Point 135.5ºC
LogP 0.286
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 2
Heavy Atom Count 7
Complexity 87.7
Defined Atom Stereocenter Count 0
SMILES

C(/C=C/C(=O)O)N

InChi Key FMKJUUQOYOHLTF-OWOJBTEDSA-N
InChi Code

InChI=1S/C4H7NO2/c5-3-1-2-4(6)7/h1-2H,3,5H2,(H,6,7)/b2-1+
Chemical Name

(E)-4-aminobut-2-enoic acid
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets KD: 0.6 μM (GABAC)[1].
ln Vivo TACA may be a substrate for the GABA uptake system because it is a strong competitive inhibitor of GABA uptake in rat brain slices[3].
References

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


Solubility Data


Solubility (In Vitro) H2O: 20 mg/mL (197.82 mM)
DMSO: < 1 mg/mL
Solubility (In Vivo) Solubility in Formulation 1: 4 mg/mL (39.56 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 9.8912 mL 49.4560 mL 98.9120 mL
5 mM 1.9782 mL 9.8912 mL 19.7824 mL
10 mM 0.9891 mL 4.9456 mL 9.8912 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.