14857-77-3

Basic information

• Product Name: L-2-AMINO-4-SULFOBUTYRIC ACID
• Synonyms: L-HOMOCYSTEIC ACID;L-2-AMINO-4-SULFOBUTYRIC ACID;(S)-2-Amino-4-sulfobutanoic acid
• CAS NO: 14857-77-3
• Molecular Formula: C₄H₉NO₅S
• Molecular Weight: 183.18
• Mol File: 14857-77-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.638g/cm³
• Refractive Index: 1.56
• PKA: 1.40±0.50(Predicted)
• CAS DataBase Reference: L-2-AMINO-4-SULFOBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: L-2-AMINO-4-SULFOBUTYRIC ACID(14857-77-3)
• EPA Substance Registry System: L-2-AMINO-4-SULFOBUTYRIC ACID(14857-77-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14857-77-3(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/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

Upstream product

• 63-68-3 L-methionine 
• 3226-65-1 L-methionine sulfoxide 
• 64-18-6 formic acid 
• 626-72-2 L-homocystine 

Relevant articles and documents

Under-flame Reaction of Sulfur-containing Amino Acids by a Hydrogen-Oxygen Flame

Methionine was subjected to a flame-induced reaction in water or in an aqueous formic acid solution by using a hydrogen (50%)-oxygen (50%), hydrogen (87%)-oxygen (13%) and hydrogen diffusion flame. Besides the already-known stepwise oxidation by a hydroxyl radical, the contribution of a hydrogen atom from the flame to the reaction was recognized when the hydrogen-rich mixtures were employed. Homoserine was obtained under all the reaction conditions employed here, and glutamic acid when employing aqueous formic acid as a solvent. A common intermediate, the 3-carboxy-3-aminopropyl radical, appeared to exist in the reaction pathway. A coupling reaction of this radical with a hydrogen atom, hydroxyl radical and hydroxycarbonyl radical afforded 2-aminobutyric acid, homoserine and glutamic acid, respectively. Lanthionine and S-methylcysteine underwent the same reactions. Increasing the hydrogen content of the fuel and adding formic acid to the solvent resulted in retarding the reaction rate. The latter modification of the reaction system also brought about greater stability of the reaction products.