Home Other Building Blocks Dl-homocysteic acid

Dl-homocysteic acid

CAS No.:
504-33-6
Catalog Number:
AG0000XJ
Molecular Formula:
C4H9NO5S
Molecular Weight:
183.1830
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
96%
In Stock USA
United States
$15
- +
5g
96%
In Stock USA
United States
$57
- +
25g
96%
In Stock USA
United States
$225
- +
100g
96%
In Stock USA
United States
$675
- +
Product Description
Catalog Number:
AG0000XJ
Chemical Name:
Dl-homocysteic acid
CAS Number:
504-33-6
Molecular Formula:
C4H9NO5S
Molecular Weight:
183.1830
MDL Number:
MFCD00007536
IUPAC Name:
2-amino-4-sulfobutanoic acid
InChI:
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)
InChI Key:
VBOQYPQEPHKASR-UHFFFAOYSA-N
SMILES:
OC(=O)C(CCS(=O)(=O)O)N
EC Number:
207-991-0
Properties
Complexity:
227  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
183.02g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
183.178g/mol
Monoisotopic Mass:
183.02g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
126A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.6  
Literature
Title Journal
HSF1 protects neurons through a novel trimerization- and HSP-independent mechanism. The Journal of neuroscience : the official journal of the Society for Neuroscience 20140129
The cystine/glutamate antiporter regulates the functional expression of indoleamine 2,3-dioxygenase in human dendritic cells. Scandinavian journal of immunology 20121001
[Skin lesions induced by malnutrition in an infant with methylmalonic aciduria and homocysteic acidemia]. Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics 20120301
Sympathetic premotor neurones project to and are influenced by neurones in the contralateral rostral ventrolateral medulla of the rat in vivo. Brain research 20120223
Brain superoxide anion formation in immature rats during seizures: protection by selected compounds. Experimental neurology 20120101
Urinary homocysteic acid levels correlate with mini-mental state examination scores in Alzheimer's disease patients. Journal of Alzheimer's disease : JAD 20120101
Amino acids that centrally influence blood pressure and regional blood flow in conscious rats. Journal of amino acids 20120101
Persistent cognitive deficits, induced by intrathecal methotrexate, are associated with elevated CSF concentrations of excitotoxic glutamate analogs and can be reversed by an NMDA antagonist. Behavioural brain research 20111201
Cannabinoid and GABA modulation of sympathetic nerve activity and blood pressure in the dorsal periaqueductal gray of the rat. American journal of physiology. Regulatory, integrative and comparative physiology 20111201
Rat lymphocytes express NMDA receptors that take part in regulation of cytokine production. Cell biochemistry and function 20111001
Prebiotic synthesis of methionine and other sulfur-containing organic compounds on the primitive Earth: a contemporary reassessment based on an unpublished 1958 Stanley Miller experiment. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20110601
Midbrain and medullary control of postinspiratory activity of the crural and costal diaphragm in vivo. Journal of neurophysiology 20110601
Coactivation of renal sympathetic neurons and somatic motor neurons by chemical stimulation of the midbrain ventral tegmental area. Journal of applied physiology (Bethesda, Md. : 1985) 20110501
[Selective stimulations and lesions of the rat brain nuclei as the models for research of the human sleep pathology mechanisms]. Glas. Srpska akademija nauka i umetnosti. Odeljenje medicinskih nauka 20110101
Activation of N-methyl D-aspartate (NMDA) receptors has no influence on rheological properties of erythrocytes. Clinical hemorheology and microcirculation 20110101
Dorsal raphe nucleus regulation of a panic-like defensive behavior evoked by chemical stimulation of the rat dorsal periaqueductal gray matter. Behavioural brain research 20101201
Nucleus raphe pallidus participates in midbrain-medullary cardiovascular sympathoinhibition during electroacupuncture. American journal of physiology. Regulatory, integrative and comparative physiology 20101101
Topographical specificity of regulation of respiratory and renal sympathetic activity by the midbrain dorsolateral periaqueductal gray. American journal of physiology. Regulatory, integrative and comparative physiology 20100901
Rational design and simple chemistry yield a superior, neuroprotective HDAC6 inhibitor, tubastatin A. Journal of the American Chemical Society 20100811
Functional NMDA receptors in rat erythrocytes. American journal of physiology. Cell physiology 20100601
Serotonergic projection from nucleus raphe pallidus to rostral ventrolateral medulla modulates cardiovascular reflex responses during acupuncture. Journal of applied physiology (Bethesda, Md. : 1985) 20100501
Brainstem vocalization area in guinea pigs. Neuroscience research 20100401
Role of homocysteic acid in the guinea pig (Cavia porcellus) anterior cingulate cortex in tonic immobility and the influence of NMDA receptors on the dorsal PAG. Behavioural brain research 20100317
Selective enhancement of main olfactory input to the medial amygdala by GnRH. Brain research 20100304
Conversion of methionine into homocysteic acid in heavily oxidized proteomics samples. Rapid communications in mass spectrometry : RCM 20100301
Sustained deficiency of mitochondrial complex I activity during long periods of survival after seizures induced in immature rats by homocysteic acid. Neurochemistry international 20100201
Clinically relevant infusion rates of mu-opioid agonist remifentanil cause bradypnea in decerebrate dogs but not via direct effects in the pre-Bötzinger complex region. Journal of neurophysiology 20100101
Treatment of Alzheimer's disease with anti-homocysteic acid antibody in 3xTg-AD male mice. PloS one 20100101
Early history of glycine receptor biology in Mammalian spinal cord circuits. Frontiers in molecular neuroscience 20100101
Influence of dorsal periaqueductal gray activation on respiratory occlusion reflexes in rats. Autonomic neuroscience : basic & clinical 20091005
Low-frequency vibrational modes of DL-homocysteic acid and related compounds. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090901
Posttreatment with group II metabotropic glutamate receptor agonist 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate is only weakly effective on seizures in immature rats. Brain research 20090601
Molecular mechanisms of homocysteine toxicity. Biochemistry. Biokhimiia 20090601
Cardiac sympatho-excitatory action of PVN-spinal oxytocin neurones. Autonomic neuroscience : basic & clinical 20090511
Method for the construction and use of carbon fiber multibarrel electrodes for deep brain recordings in the alert animal. Journal of neuroscience methods 20090415
The nucleus retroambiguus control of respiration. The Journal of neuroscience : the official journal of the Society for Neuroscience 20090325
Long-loop pathways in cardiovascular electroacupuncture responses. Journal of applied physiology (Bethesda, Md. : 1985) 20090201
Control of cardiac rate, contractility, and atrioventricular conduction by medullary raphe neurons in anesthetized rats. American journal of physiology. Heart and circulatory physiology 20090201
Influence of microinjections of D,L-homocysteic acid into the Botzinger complex area on the cough reflex in the cat. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20081201
The midbrain periaqueductal gray control of respiration. The Journal of neuroscience : the official journal of the Society for Neuroscience 20081119
Modulation of tonic immobility in guinea pig PAG by homocysteic acid, a glutamate agonist. Physiology & behavior 20080609
Selective inhibition from the anterior hypothalamus of C- versus A-fibre mediated spinal nociception. Pain 20080601
Anticonvulsant and neuroprotective effect of (S)-3,4-dicarboxyphenylglycine against seizures induced in immature rats by homocysteic acid. Neuropharmacology 20080301
Functional topography of the dorsomedial hypothalamus. American journal of physiology. Regulatory, integrative and comparative physiology 20080201
Critical role of B3 serotonergic cells in baroreflex inhibition during the defense reaction triggered by dorsal periaqueductal gray stimulation. The Journal of comparative neurology 20080101
Carnosine protects erythrocytes from the oxidative stress caused by homocysteic acid. Doklady. Biochemistry and biophysics 20080101
Inactivation of the periaqueductal gray attenuates antinociception elicited by stimulation of the rat medial preoptic area. Neuroscience letters 20071218
Cardiac vagal preganglionic neurones in the intermediate zone of the brainstem in anaesthetized cats. Experimental physiology 20071101
[Reducing plasma homocysteic acid lowers serum C-reactive protein level in children with Kawasaki disease]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20071101
Synthesis, molecular modeling studies, and preliminary pharmacological characterization of all possible 2-(2'-sulfonocyclopropyl)glycine stereoisomers as conformationally constrained L-homocysteic acid analogs. Journal of medicinal chemistry 20070920
Laminar organization of spinal dorsal horn neurones activated by C- vs. A-heat nociceptors and their descending control from the periaqueductal grey in the rat. The European journal of neuroscience 20070801
Respiratory responses elicited by rostral versus caudal dorsal periaqueductal gray stimulation in rats. Autonomic neuroscience : basic & clinical 20070731
[Study on the DL-homocysteic acid interacting with metal ions]. Guang pu xue yu guang pu fen xi = Guang pu 20070701
Homocysteine and its derivatives as possible modulators of neuronal and non-neuronal cell glutamate receptors in Alzheimer's disease. Journal of Alzheimer's disease : JAD 20070501
Glutathione depletion in hippocampal cells increases levels of H and L ferritin and glutathione S-transferase mRNAs. Genes to cells : devoted to molecular & cellular mechanisms 20070501
Mitochondrial complex I inhibition in cerebral cortex of immature rats following homocysteic acid-induced seizures. Experimental neurology 20070401
Microinjection of DLH into the region of the caudal ventral respiratory column in the cat: evidence for an endogenous cough-suppressant mechanism. Journal of applied physiology (Bethesda, Md. : 1985) 20070301
The lathyrus toxin, beta-N-oxalyl-L-alpha,beta-diaminopropionic acid (ODAP), and homocysteic acid sensitize CA1 pyramidal neurons to cystine and L-2-amino-6-phosphonohexanoic acid. Toxicology and applied pharmacology 20070215
Paraventricular nucleus influence on renal sympathetic activity in vasopressin gene-deleted rats. Experimental physiology 20070101
Prolonged stress will induce Alzheimer's disease in elderly people by increased release of homocysteic acid. Medical hypotheses 20070101
Midbrain control of spinal nociception discriminates between responses evoked by myelinated and unmyelinated heat nociceptors in the rat. Pain 20060901
Effect of free radical spin trap N-tert-butyl-alpha-phenylnitrone (PBN) on seizures induced in immature rats by homocysteic acid. Experimental neurology 20060901
Characterization of the potent neuroprotective properties of the natural vitamin E alpha-tocotrienol. Journal of neurochemistry 20060901
Corticofugal output from the primary somatosensory cortex selectively modulates innocuous and noxious inputs in the rat spinothalamic system. The Journal of neuroscience : the official journal of the Society for Neuroscience 20060816
Effect of homocysteine and homocysteic acid on glutamate receptors on rat lymphocytes. Bulletin of experimental biology and medicine 20060701
Excitatory projections from arcuate nucleus to ventrolateral periaqueductal gray in electroacupuncture inhibition of cardiovascular reflexes. American journal of physiology. Heart and circulatory physiology 20060601
Midbrain vlPAG inhibits rVLM cardiovascular sympathoexcitatory responses during electroacupuncture. American journal of physiology. Heart and circulatory physiology 20060601
Neuroprotective effect of (R, S)-4-phosphonophenylglycine against neuronal damage associated with homocysteic acid-induced seizures in immature rats. Prague medical report 20060101
Anterior cingulate cortex contributes to the descending facilitatory modulation of pain via dorsal reticular nucleus. The European journal of neuroscience 20050901
[Infrared and raman spectra studies of DL-homocysteic acid (DLH) and its lanthanum complex at high external pressure]. Guang pu xue yu guang pu fen xi = Guang pu 20050901
Homocysteinic acid causes oxidative stress in lymphocytes by potentiating toxic effect of NMDA. Bulletin of experimental biology and medicine 20050701
Homocysteic acid induces intraneuronal accumulation of neurotoxic Abeta42: implications for the pathogenesis of Alzheimer's disease. Journal of neuroscience research 20050615
Transport of L-[14C]cystine and L-[14C]cysteine by subtypes of high affinity glutamate transporters over-expressed in HEK cells. Neurochemistry international 20050601
Subtype composition and responses of respiratory neurons in the pre-botzinger region to pulmonary afferent inputs in dogs. Journal of neurophysiology 20050501
Chemical activation of pre-Bötzinger complex in vivo reduces respiratory network complexity. American journal of physiology. Regulatory, integrative and comparative physiology 20050501
Seizures induced in immature rats by homocysteic acid and the associated brain damage are prevented by group II metabotropic glutamate receptor agonist (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylate. Experimental neurology 20050401
Modulation of parabrachial taste neurons by electrical and chemical stimulation of the lateral hypothalamus and amygdala. Journal of neurophysiology 20050301
Glutamate neurotransmission is not required for, but may modulate, hypoxic sensitivity of pre-Bötzinger complex in vivo. Journal of neurophysiology 20050301
Effect of dl-homocysteic acid on W/O microemulsions of potassium naphthenate/1-octanol-n-heptane. Journal of colloid and interface science 20050301
Characterization of monoclonal antibody to L-homocysteic acid and its immunohistochemistry in rat hippocampus. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20050101
Muscimol injection into the lateral hypothalamus inhibits the hypotension and bradycardia caused by somato-visceral nociception. Brain research 20041210
A mapping study of cardiorespiratory responses to chemical stimulation of the midline medulla oblongata in ventilated and freely breathing rats. American journal of physiology. Regulatory, integrative and comparative physiology 20040801
Implications for hyperhomocysteinemia: not homocysteine but its oxidized forms strongly inhibit neuronal network activity. Journal of the neurological sciences 20040315
Ionotropic NMDA receptor evokes an excitatory response in superior salivatory nucleus neurons in anaesthetized rats. Autonomic neuroscience : basic & clinical 20040227
Passive smoke effects on cough and airways in young guinea pigs: role of brainstem substance P. American journal of respiratory and critical care medicine 20040215
The interaction between amino acids and metal ions (I). The FT-IR spectroscopic study of the binding between D,L-homocysteic acid and alkali metal ions. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040101
Glutamate-induced homocysteic acid release from astrocytes: possible implication in glia-neuron signaling. Neuroscience 20040101
Release of homocysteic acid from rat thalamus following stimulation of somatosensory afferents in vivo: feasibility of glial participation in synaptic transmission. Neuroscience 20040101
Paraventricular nucleus activation of renal sympathetic neurones is synaptically depressed by nitric oxide and glycine acting at a spinal level. Neuroscience 20040101
Molecular analysis of homocysteic acid-induced neuronal stress. Journal of proteome research 20040101
Neurokinin-1 receptor-expressing cells regulate depressor region of rat ventrolateral medulla. American journal of physiology. Heart and circulatory physiology 20031201
L-homocysteine sulfinic acid and L-homocysteic acid stimulate phosphoinositide hydrolysis in rat cortical neurons. Annals of the New York Academy of Sciences 20031101
Effects of direct periaqueductal grey administration of a cannabinoid receptor agonist on nociceptive and aversive responses in rats. Neuropharmacology 20031001
Sacral dorsal horn neurone activity during micturition in the cat. The Journal of physiology 20030815
Focal CO2/H+ alters phrenic motor output response to chemical stimulation of cat pre-Botzinger complex in vivo. Journal of applied physiology (Bethesda, Md. : 1985) 20030601
Defining ventral medullary respiratory compartments with a glutamate receptor agonist in the rat. The Journal of physiology 20030501
Role of GABA and NO in the paraventricular nucleus-mediated reflex inhibition of renal sympathetic nerve activity following stimulation of right atrial receptors in the rat. Experimental physiology 20030501
Sp1 and Sp3 are oxidative stress-inducible, antideath transcription factors in cortical neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20030501
Neuronal cell death in hippocampus induced by homocysteic acid in immature rats. Epilepsia 20030301
Seizures induced by homocysteic acid in immature rats are prevented by group III metabotropic glutamate receptoragonist (R,S)-4-phosphonophenylglycine. Experimental neurology 20030301
Influence of respiratory network drive on phrenic motor output evoked by activation of cat pre-Botzinger complex. American journal of physiology. Regulatory, integrative and comparative physiology 20030201
Descending influences from the lateral hypothalamus and amygdala converge onto medullary taste neurons. Chemical senses 20030201
Taste responses of neurons in the hamster solitary nucleus are modulated by the central nucleus of the amygdala. Journal of neurophysiology 20021201
The caudal periaqueductal gray participates in the activation of brown adipose tissue in rats. Neuroscience letters 20021004
Cerebellar stimulation modulates the intensity of a visceral nociceptive reflex in the rat. Experimental brain research 20020901
Sympathoexcitation to intravenous interleukin-1beta is dependent on forebrain neural circuits. American journal of physiology. Heart and circulatory physiology 20020801
Stimulation in the rat fastigial nucleus enhances the responses of neurons in the dorsal column nuclei to innocuous stimuli. Neuroscience letters 20020712
alpha(2)-Adrenergic receptors in NTS facilitate baroreflex function in adult spontaneously hypertensive rats. American journal of physiology. Heart and circulatory physiology 20020601
Modulation of expiratory motor output evoked by chemical activation of pre-Bötzinger complex in vivo. Respiratory physiology & neurobiology 20020601
DL-Homocysteic acid application disrupts calcium homeostasis and induces degeneration of spinal motor neurons in vivo. Acta neuropathologica 20020501
Depressor and tachypneic responses to chemical stimulation of the ventral respiratory group are reduced by ablation of neurokinin-1 receptor-expressing neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020501
Role of the medullary raphé in thermoregulatory vasomotor control in rats. The Journal of physiology 20020415
Taste responses of neurons of the hamster solitary nucleus are enhanced by lateral hypothalamic stimulation. Journal of neurophysiology 20020401
Modulation of gasp frequency by activation of pre-Bötzinger complex in vivo. Journal of neurophysiology 20020301
Evidence for postjunctional serotonin (5-HT1) receptors in the trigeminocervical complex. Annals of neurology 20011201
Attenuation of seizures induced by homocysteic acid in immature rats by metabotropic glutamate group II and group III receptor agonists. Brain research 20010727
The role of glutamate and vasopressin in the excitation of RVL neurones by paraventricular neurones. Brain research 20010720
Is the tricuspid position suitable for testing replacement bioprosthetic valves in the sheep model? The Journal of heart valve disease 20010701
Sympathetic nerve and cardiovascular responses to chemical activation of the midbrain defense region. American journal of physiology. Regulatory, integrative and comparative physiology 20010601
Influence of metabolic control on growth in homocystinuria due to cystathionine B-synthase deficiency. Pediatric research 20010601
Blockade of delta opioid receptors in the ventrolateral periaqueductal gray region inhibits the fall in arterial pressure evoked by hemorrhage. The Journal of pharmacology and experimental therapeutics 20010501
How protein kinase C activation protects nerve cells from oxidative stress-induced cell death. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010501
The behavioural importance of dynamically activated descending inhibition from the nucleus reticularis gigantocellularis pars alpha. Pain 20010501
Sympathoinhibition from ventrolateral periaqueductal gray mediated by 5-HT(1A) receptors in the RVLM. American journal of physiology. Regulatory, integrative and comparative physiology 20010401
Sequence-selective DNA binding drugs mithramycin A and chromomycin A3 are potent inhibitors of neuronal apoptosis induced by oxidative stress and DNA damage in cortical neurons. Annals of neurology 20010301
Involvement of GABA in medullary raphe-evoked modulation of neuronal activity in the periaqueductal grey matter in the rat. Experimental brain research 20010301
Periaqueductal grey mediated inhibition of responses to noxious stimulation is dynamically activated in a rat model of neuropathic pain. Neuroscience letters 20010126
Activation of the ventrolateral periaqueductal gray reduces locomotion but not mean arterial pressure in awake, freely moving rats. Neuroscience 20010101
[Adaptation of synaptic transmission to high concentrations of homocysteinic acid]. Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20010101
Measurement of excitatory sulfur amino acids, cysteine sulfinic acid, cysteic acid, homocysteine sulfinic acid, and homocysteic acid in serum by stable isotope dilution gas chromatography-mass spectrometry and selected ion monitoring. Analytical biochemistry 19940801
Glycine antagonism by RU 5135. European journal of pharmacology 19850416
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