| Identification | Back Directory | [Name]
L-2-AMINO-4-SULFOBUTYRIC ACID | [CAS]
14857-77-3 | [Synonyms]
L-HOMOCYSTEIC ACID
L-2-AMINO-4-SULFOBUTYRIC ACID
(S)-2-Amino-4-sulfobutanoic acid
Butanoic acid, 2-amino-4-sulfo-, (2S)- | [Molecular Formula]
C4H9NO5S | [MDL Number]
MFCD00066018 | [MOL File]
14857-77-3.mol | [Molecular Weight]
183.18 |
| Chemical Properties | Back Directory | [density ]
1.638±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [form ]
powder | [pka]
1.40±0.50(Predicted) | [color ]
white to off-white | [Major Application]
cell analysis | [InChI]
1S/C4H9NO5S/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H,8,9,10)/t3-/m0/s1 | [InChIKey]
VBOQYPQEPHKASR-VKHMYHEASA-N | [SMILES]
N[C@@H](CCS(O)(=O)=O)C(O)=O |
| Hazard Information | Back Directory | [Uses]
L-Homocysteic acid has been used to study hydrogen peroxide-mediated changes in physiological and pathological conditions in the nervous system. | [Definition]
ChEBI: A homocysteic acid with L-configuration. | [Biochem/physiol Actions]
L-Homocysteic acid (L-HCA) is an endogenous neurotransmitter ligand of NMDA (N-methyl-D-aspartate) receptors. It is an analog of glutamate and competitively suppresses glutamate-cystine (xc-) antiporter function in neurons, causing decrease in cysteine uptake. | [in vivo]
L-Homocysteic acid (intraperitoneal injection, 4-11 mmol/kg) elicits seizures in rats during early postnatal development[4].
L-Homocysteic acid (intraperitoneal injection, 100-1500 mg/kg) partially substitutes for NMDA, producing maximum values of 61-67% NMDA-lever responding at doses of 1000 and 560 mg/kg, respectively in Sprague-Dawley rats[5]. | Animal Model: | Male albino rats of the Wistar strain[4] | | Dosage: | 4, 5.5, 8, 11 mM/kg | | Administration: | Intraperitoneal injection, daily for 14 days | | Result: | Induced flexion seizures at 4 mmol/kg.
Led to intense tail flicking, pivoting, and locomotion.
Decreased ECoG (electrocorticograms) activity for 5-9 min.
|
| [IC 50]
NMDA Receptor: 14 μM (EC50) |
|
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