H9633
L-Homocysteic acid
≥98% (TLC)
Synonym(s):
L-2-Amino-4-sulfobutyric acid
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C4H9NO5S
CAS Number:
Molecular Weight:
183.18
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32
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product name
L-Homocysteic acid, ≥95%
Assay
≥95%
≥98% (TLC)
form
powder
color
white to off-white
application(s)
cell analysis
SMILES string
N[C@@H](CCS(O)(=O)=O)C(O)=O
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
InChI key
VBOQYPQEPHKASR-VKHMYHEASA-N
Application
L-Homocysteic acid has been used to study hydrogen peroxide-mediated changes in physiological and pathological conditions in the nervous system.
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.
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)
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M Piraud et al.
Rapid communications in mass spectrometry : RCM, 19(22), 3287-3297 (2005-10-20)
Seventy-six compounds of biological interest for the diagnosis of inherited disorders of amino acids (AA) metabolism have previously been demonstrated to be detectable in positive mode electrospray ionisation tandem mass spectrometry (ESI-MS/MS), after separation by ion-pairing reversed-phase liquid chromatography (RPLC).
Itopa E Ajayi et al.
Respiratory physiology & neurobiology, 252-253, 18-27 (2018-03-20)
Changes in cardiorespiratory control accompany the expression of complex emotions, indicative of limbic brain inputs onto bulbar autonomic pathways. Previous studies have focussed on the role of the prefrontal cortex in autonomic regulation. However, the role of the hippocampus, also
J W Olney et al.
Brain research bulletin, 19(5), 597-602 (1987-11-01)
L-Homocysteic acid (L-HCA) has been proposed as a natural transmitter at the N-methyl-D-aspartate (NMDA) subtype of excitatory amino acid receptor based on recent evidence that L-HCA occurs L-HCA occurs naturally in the mammalian CNS, is released from K+ stimulated brain
T Knöpfel et al.
Neuroscience letters, 81(1-2), 188-192 (1987-10-16)
The effects of ionophoretically applied L-homocysteate (L-HCA), L-glutamate (L-Glu) and N-methyl-D-aspartate (NMDA) were compared in rat neocortical neurons recorded intracellularly in vitro. The firing pattern and the time course of membrane depolarization induced by L-HCA resembled those of NMDA responses.
Danté T Johnson et al.
The Journal of biological chemistry, 294(32), 11969-11979 (2019-07-03)
Fast photochemical oxidation of proteins (FPOP) is a MS-based method that has proved useful in studies of protein structures, interactions, conformations, and protein folding. The success of this method relies on the irreversible labeling of solvent-exposed amino acid side chains
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