Synonym
Cgp 39653; Cgp-39653; Cgp-39653.
IUPAC/Chemical Name
(R,Z)-2-amino-4-(phosphonomethyl)hept-3-enoic acid
InChi Key
ZEFQYTSQDVUMEU-FXXDRWHHSA-N
InChi Code
InChI=1S/C8H16NO5P/c1-2-3-6(5-15(12,13)14)4-7(9)8(10)11/h4,7H,2-3,5,9H2,1H3,(H,10,11)(H2,12,13,14)/b6-4-/t7-/m1/s1
SMILES Code
P(CC(\CCC)=C/[C@@H](N)C(=O)O)(O)(O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
237.19
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Kumar KN, Johnson PS, Chen X, Pal R, Ahmad M, Ragland T, Bigge C, Michaelis EK. Cloning of a brain N-methyl-D-aspartate- and D, L-epsilon-2-amino-4-propyl-5-phosphono-3-pentanoic acid (CGP 39653)-binding protein. Biochem Biophys Res Commun. 1998 Dec 18;253(2):463-9. PubMed PMID: 9878559.
2: Mugnaini M, van Amsterdam FT, Ratti E, Trist DG, Bowery NG. Regionally different N-methyl-D-aspartate receptors distinguished by ligand binding and quantitative autoradiography of [3H]-CGP 39653 in rat brain. Br J Pharmacol. 1996 Nov;119(5):819-28. PubMed PMID: 8922727; PubMed Central PMCID: PMC1915925.
3: White BH, Vogel MW. CGP 39653 binding in the chick CNS after NMDA receptor antagonist treatment. J Neural Transm (Vienna). 1996;103(11):1247-53. PubMed PMID: 9013411.
4: Balcar VJ, Dias LS, Li Y, Bennett MR. Inhibition of [3H]CGP 39653 binding to NMDA receptors by a P2 antagonist, suramin. Neuroreport. 1995 Dec 29;7(1):69-72. PubMed PMID: 8742419.
5: Banks MD, Sandberg MP, Fowler CJ. Pharmacological characterization of the N-methyl-D-aspartate (NMDA) receptor recognition site in porcine cerebral cortical membranes using [3H]-CGP 39653. Comp Biochem Physiol A Physiol. 1995 May;111(1):39-46. PubMed PMID: 7735908.
6: Balcar VJ, Li Y, Killinger S. Effects of L-trans-pyrrolidine-2,4-dicarboxylate and L-threo-3-hydroxyaspartate on the binding of [3H]L-aspartate, [3H]alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate (AMPA), [3H]DL-(E)-2-amino-4-propyl-5-phosphono-3-pentenoate (CGP 39653), [3H]6-cyano-7-nitroquinoxaline-2,3-dione (CNQX) and [3H]kainate studied by autoradiography in rat forebrain. Neurochem Int. 1995 Feb;26(2):155-64. PubMed PMID: 7541266.
7: Dumont M, Lemaire S. Dynorphin potentiation of [3H]CGP-39653 binding to rat brain membranes. Eur J Pharmacol. 1994 Dec 12;271(1):241-4. PubMed PMID: 7698209.
8: Reynolds IJ. [3H]CGP 39653 binding to the agonist site of the N-methyl-D-aspartate receptor is modulated by Mg2+ and polyamines independently of the arcaine-sensitive polyamine site. J Neurochem. 1994 Jan;62(1):54-62. PubMed PMID: 7903355.
9: Mugnaini M, Giberti A, Ratti E, van Amsterdam FT. Allosteric modulation of [3H]CGP 39653 binding by glycine in rat brain. J Neurochem. 1993 Oct;61(4):1492-7. PubMed PMID: 8104234.
10: Mariangela S, Cristina GA, Cristina FM, Costantino M, Giovanni B. The degeneration of the excitatory climbing fibers enhances [3H]MK-801 and [3H]CGP 39653 binding sites in the rat cerebellar cortex. Neurosci Lett. 1992 Oct 26;146(1):45-7. PubMed PMID: 1361976.
11: Sills MA, Fagg G, Pozza M, Angst C, Brundish DE, Hurt SD, Wilusz EJ, Williams M. [3H]CGP 39653: a new N-methyl-D-aspartate antagonist radioligand with low nanomolar affinity in rat brain. Eur J Pharmacol. 1991 Jan 3;192(1):19-24. PubMed PMID: 1674916.
