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| SKU | Size | Availability |
Price | Qty |
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D335870-5mg
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5mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$52.90
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a potent NMDA receptor antagonist
| Synonyms | D-200 | Tox21_500008 | (+/-)-2-Amino-7-phosphonoheptanoic acid | AKOS005066193 | MYDMWESTDPJANS-UHFFFAOYSA-N | PDSP2_000129 | DL-2-Amino-7-phosphonoheptanoic acid | (?)-2-Amino-7-phosphonoheptanoic acid | FT-0771861 | BDBM50002363 | A 5157 | HY-100782 | S |
|---|---|
| Specifications & Purity | ≥97% |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
DL-AP7 is a competitive antagonist of the ionotropic glutamate receptor, NMDA. Studies indicate that the S1 and S2 domains of the NMDA receptor are essential in DL-AP7 and other related antagonists to bind to the receptor. In addition, the positively charged Lys residues at the second interaction site and Arg at the fourth site are key factors in ligand binding. The NMDA receptor is unique in that it requires binding of two ligands, glutamate and glycine to become activated. As a result of its inhibitory affects, DL-AP7 is an ideal tool in studying signaling pathways and ion flow through the NMDA receptor. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acids |
| Alternative Parents | Medium-chain fatty acids Organic phosphonic acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-amino acid - Medium-chain fatty acid - Fatty acyl - Fatty acid - Organophosphonic acid - Organophosphonic acid derivative - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Primary amine - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
| External Descriptors | Not available |
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| pKa | pKa: 2.54 (Predicted), pKa: 9.84 (Predicted) |
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| Ki Data | Glutamate NMDA receptor: Ki= 912 nM (rat) |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | 2-amino-7-phosphonoheptanoic acid |
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| INCHI | InChI=1S/C7H16NO5P/c8-6(7(9)10)4-2-1-3-5-14(11,12)13/h6H,1-5,8H2,(H,9,10)(H2,11,12,13) |
| InChIKey | MYDMWESTDPJANS-UHFFFAOYSA-N |
| Smiles | C(CCC(C(=O)O)N)CCP(=O)(O)O |
| Isomeric SMILES | C(CCC(C(=O)O)N)CCP(=O)(O)O |
| WGK Germany | 3 |
| RTECS | MJ1927500 |
| Molecular Weight | 225.18 |
| Beilstein | 3544152 |
| Reaxy-Rn | 3544152 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3544152&ln= |
| Solubility | Soluble in 1eq. NaOH (100 mM). |
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| Refractive Index | n20D1.52 (Predicted) |
| Boil Point(°C) | 480.13° C at 760 mmHg (Predicted) |
| Melt Point(°C) | 222-226° C |
| Molecular Weight | 225.180 g/mol |
| XLogP3 | -3.600 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 7 |
| Exact Mass | 225.077 Da |
| Monoisotopic Mass | 225.077 Da |
| Topological Polar Surface Area | 121.000 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 226.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |