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T1694

Sigma-Aldrich

(E)-4-Amino-2-butenoic acid

Synonym(s):

trans-4-Aminocrotonic acid, TACA

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
Molecular Weight:
101.10
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

form

powder

color

white

solubility

H2O: 10 mg/mL, clear

SMILES string

NC\C=C\C(O)=O

InChI

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

InChI key

FMKJUUQOYOHLTF-OWOJBTEDSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Kurjak et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 23(5), e181-e190 (2011-03-19)
γ-Aminobutyric acid (GABA) acts on specific neural receptors [A, B and C(Aρ)] to modulate gastrointestinal function. The precise role of GABA receptor activation in the regulation of presynaptic nitric oxide (NO) synthesis in nerve terminals is unknown. Rat ileal nerve
Ralph J Jensen
PloS one, 8(10), e79126-e79126 (2013-11-10)
Retinitis pigmentosa (RP) is a progressive retinal degenerative disease that causes deterioration of rod and cone photoreceptors. A well-studied animal model of RP is the transgenic P23H rat, which carries a mutation in the rhodopsin gene. Previously, I reported that
Kinga K Borowicz et al.
Pharmacological reports : PR, 57(1), 121-123 (2005-04-26)
In the present study, we evaluated TACA (a potent agonist of GABA(A) and GABA(C) receptors) in the electroconvulsive threshold test in mice. Surprisingly, TACA (at 15 and 25 mg/kg) significantly decreased the threshold. The highest ineffective dose of TACA was
D Zhang et al.
Trends in pharmacological sciences, 22(3), 121-132 (2001-03-10)
In less than a decade our knowledge of the GABA(C) receptor, a new type of Cl(-)-permeable ionotropic GABA receptor, has greatly increased based on studies of both native and recombinant receptors. Careful comparison of properties of native and recombinant receptors
M Chebib et al.
British journal of pharmacology, 122(8), 1551-1560 (1998-01-10)
1. gamma-Aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) have been shown to activate GABAC receptors. In this study, a range of C2, C3, C4 and N-substituted GABA and TACA analogues were examined for activity at GABAC receptors. 2. The effects

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