Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C4H7NO4 |
Molecular Weight | 133.1027 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@H](CC(O)=O)C(O)=O
InChI
InChIKey=CKLJMWTZIZZHCS-UWTATZPHSA-N
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1
D-aspartic acid is an essential amino acid and a key ingredient in various testosterone boosting anti-estrogen supplements. D-aspartic acid is not used to build proteins; instead, it plays a role in making and releasing hormones in the body. It is an endogenous NMDA receptor agonist with similar activity to the L-isomer. D-aspartic acid also enhances the release of luteinizing hormone (LH) and testosterone. This action is mediated in the pituitary by cGMP and in the testis by cAMP, which acts as the second messengers in the signal transduction in the pituitary and testes respectively. The pituitary and testis possess a D-Aspartate racemase, which provides the necessary production of this isomer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0032275 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19860889 |
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Target ID: GO:0035936 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19860889 |
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Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8036251 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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The consequences of methylmercury exposure on interactive functions between astrocytes and neurons. | 2002 Dec |
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Mechanism of nicotine-evoked release of 3H-noradrenaline in human cerebral cortex slices. | 2002 Dec |
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The effect of D-aspartate on luteinizing hormone-releasing hormone, alpha-melanocyte-stimulating hormone, GABA and dopamine release. | 2002 Dec 3 |
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Dose-dependent effects of prenatal ethanol exposure on synaptic plasticity and learning in mature offspring. | 2002 Nov |
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Ferrous-iron-dependent uptake of L-glutamate by a mesophilic, mixotrophic iron-oxidizing bacterium strain OKM-9. | 2002 Oct |
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Cellular architecture of the nucleus reuniens thalami and its putative aspartatergic/glutamatergic projection to the hippocampus and medial septum in the rat. | 2002 Oct |
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Glutamate uptake is inhibited by tamoxifen and toremifene in cultured retinal pigment epithelial cells. | 2002 Sep |
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Effect of D-amino acids on some mitochondrial functions in rat liver. | 2003 |
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Nucleotides modulate the activity of aspartate racemase of Scapharca broughtonii. | 2003 Apr |
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Metabotropic glutamate receptor-mediated hetero-synaptic interaction of red- and green-cone inputs to LHC of carp retina. | 2003 Apr 15 |
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A receptor for presynaptic glutamatergic autoinhibition is a glutamate transporter. | 2003 Aug |
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Changes in NPY-mediated modulation of hippocampal [3H]D-aspartate outflow in the kindling model of epilepsy. | 2003 Aug |
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The mcyF gene of the microcystin biosynthetic gene cluster from Microcystis aeruginosa encodes an aspartate racemase. | 2003 Aug 1 |
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Location of putative glutamatergic neurons projecting to the medial preoptic area of the rat hypothalamus. | 2003 Aug 30 |
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Glucose-deprivation-induced [3H]D-aspartate release from isolated bovine and human retinae. | 2003 Dec |
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Regulation of the Na+-dependent glutamate/aspartate transporter in rodent cerebellar astrocytes. | 2003 Dec |
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Molecular characterization of D-amino acid oxidase from common carp Cyprinus carpio and its induction with exogenous free D-alanine. | 2003 Dec 1 |
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Presence of free D-amino acids in microalgae. | 2003 Feb |
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Purification and characterization of aspartate racemase from the bivalve mollusk Scapharca broughtonii. | 2003 Feb |
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The 'glial' glutamate transporter, EAAT2 (Glt-1) accounts for high affinity glutamate uptake into adult rodent nerve endings. | 2003 Feb |
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Distribution and characteristics of D-amino acid and D-aspartate oxidases in fish tissues. | 2003 Feb 1 |
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P2X7 receptor-mediated release of excitatory amino acids from astrocytes. | 2003 Feb 15 |
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N-methyl-D-glutamate and N-methyl-L-glutamate in Scapharca broughtonii (Mollusca) and other invertebrates. | 2003 Jan |
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Functional characterization of a glutamate/aspartate transporter from the mosquito Aedes aegypti. | 2003 Jul |
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Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells. | 2003 Jul |
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Stimulation of sodium pump restores membrane potential to neurons excited by glutamate in zebrafish distal retina. | 2003 Jun 15 |
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Adenosine-induced modulation of excitatory amino acid transport across isolated brain arterioles. | 2003 Mar |
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The possible role of glutamate uptake in metaphit-induced seizures. | 2003 May |
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An NMR study of alterations in [1-13C]glucose metabolism in C6 glioma cells by gliotoxic amino acids. | 2003 May |
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Immunological detection of D-beta-aspartate-containing protein in lens-derived cell lines. | 2003 May 22 |
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Effect of hydrogen peroxide on amino acid concentrations in bovine retina and vitreous humor, ex vivo. | 2003 Nov |
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First evidence on induced topological changes in supercoiled DNA by an aluminium D-aspartate complex. | 2003 Nov |
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WAY-855 (3-amino-tricyclo[2.2.1.02.6]heptane-1,3-dicarboxylic acid): a novel, EAAT2-preferring, nonsubstrate inhibitor of high-affinity glutamate uptake. | 2003 Nov |
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Activation of glutamate transporters in rods inhibits presynaptic calcium currents. | 2003 Sep-Oct |
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Asymmetry of glutamine transporters in cultured neural cells. | 2003 Sep-Oct |
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Cloning and expression in Escherichia coli of the D-aspartate oxidase gene from the yeast Cryptococcus humicola and characterization of the recombinant enzyme. | 2004 Apr |
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Effect of peroxides on [3H]D-aspartate release from bovine isolated retinae. | 2004 Apr |
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Effects of L-glutamate/D-aspartate and monensin on lactic acid production in retina and cultured retinal Müller cells. | 2004 Apr |
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L-Glutamate in the extracellular space regulates endogenous D-aspartate homeostasis in rat pheochromocytoma MPT1 cells. | 2004 Apr 1 |
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Diversity of functional astroglial properties in the respiratory network. | 2004 Feb 11 |
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Glutamate-induced inhibition of D-aspartate uptake in Müller glia from the retina. | 2004 Jan |
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Expression of SOD1 G93A or wild-type SOD1 in primary cultures of astrocytes down-regulates the glutamate transporter GLT-1: lack of involvement of oxidative stress. | 2004 Jan |
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M channels containing KCNQ2 subunits modulate norepinephrine, aspartate, and GABA release from hippocampal nerve terminals. | 2004 Jan 21 |
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Cannabinoid signaling in rat cerebellar granule cells: G-protein activation, inhibition of glutamate release and endogenous cannabinoids. | 2004 Jul |
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Measurement of glutamate uptake and reversed transport by rat synaptosome transporters. | 2004 Jun |
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Somatostatin inhibits glutamate release from mouse cerebrocortical nerve endings through presynaptic sst2 receptors linked to the adenylyl cyclase-protein kinase A pathway. | 2004 Mar |
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Binding and transport of [3H](2S,4R)- 4-methylglutamate, a new ligand for glutamate transporters, demonstrate labeling of EAAT1 in cultured murine astrocytes. | 2004 Mar 15 |
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Excessive and precocious glutamate release in a mouse model of amyotrophic lateral sclerosis. | 2004 May |
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Loss of glial fibrillary acidic protein results in decreased glutamate transport and inhibition of PKA-induced EAAT2 cell surface trafficking. | 2004 May 19 |
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Retinal bipolar cell input mechanisms in giant danio. II. Patch-clamp analysis of on bipolar cells. | 2005 Jan |
Sample Use Guides
6 grams per day. Administered every day for 12 weeks.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26122485
It was investigated in vitro the signaling pathway associated with D-Aspartic acid (d-Asp) stimulation in MA-10 murine Leydig cells. MA-10 cells were stimulated with different concentrations of d-Asp (concentration ranging from 0.1 to 10 nM), in presence or absence of Human Chorionic Gonadotropin (hCG). Then total testosterone (T) levels in the culture medium were evaluated by electrochemiluminescence immunoassay, and StAR and LHR protein expressions were quantified by the means of Western blotting. LHR cellular localization after hormonal stimulation was assessed by immunofluorescence.
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DSLD |
1336 (Number of products:21)
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DTXSID2045650
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83887
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DB02655
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SUBSTANCE RECORD