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NPEC-caged-D-AP5

CAS# 1416943-27-5

NPEC-caged-D-AP5

Catalog No. BCC7895----Order now to get a substantial discount!

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Chemical structure

NPEC-caged-D-AP5

3D structure

Chemical Properties of NPEC-caged-D-AP5

Cas No. 1416943-27-5 SDF Download SDF
PubChem ID 85757793 Appearance Powder
Formula C14H19N2O9P M.Wt 390.28
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 100 mM in water and to 100 mM in DMSO
Chemical Name 2-[1-(2-nitrophenyl)ethoxycarbonylamino]-5-phosphonopentanoic acid
SMILES CC(C1=CC=CC=C1[N+](=O)[O-])OC(=O)NC(CCCP(=O)(O)O)C(=O)O
Standard InChIKey RLEANJAZNZWLHC-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H19N2O9P/c1-9(10-5-2-3-7-12(10)16(20)21)25-14(19)15-11(13(17)18)6-4-8-26(22,23)24/h2-3,5,7,9,11H,4,6,8H2,1H3,(H,15,19)(H,17,18)(H2,22,23,24)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of NPEC-caged-D-AP5

DescriptionD-AP5 caged with the photosensitive 1-(2-nitrophenyl)ethoxycarbonyl (NPEC) group. NMDA receptor antagonist.

NPEC-caged-D-AP5 Dilution Calculator

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Preparing Stock Solutions of NPEC-caged-D-AP5

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5623 mL 12.8113 mL 25.6226 mL 51.2453 mL 64.0566 mL
5 mM 0.5125 mL 2.5623 mL 5.1245 mL 10.2491 mL 12.8113 mL
10 mM 0.2562 mL 1.2811 mL 2.5623 mL 5.1245 mL 6.4057 mL
50 mM 0.0512 mL 0.2562 mL 0.5125 mL 1.0249 mL 1.2811 mL
100 mM 0.0256 mL 0.1281 mL 0.2562 mL 0.5125 mL 0.6406 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on NPEC-caged-D-AP5

Activation of NMDA receptors is necessary for the induction of associative long-term potentiation in area CA1 of the rat hippocampal slice.[Pubmed:9365912]

J Physiol. 1997 Oct 15;504 ( Pt 2):379-85.

1. It is commonly assumed that the role of the strongly activated heterosynaptic input during the induction of associative long-term potentiation (LTP) is to relieve the magnesium blockade of NMDA receptors located at the weakly stimulated synapses and thereby allow the weak input to undergo potentiation. We tested this assumption by using a caged form of the NMDA receptor antagonist, D-(-)-2-amino-5-phosphonopentanoic acid (D-AP5) to block the activation of NMDA receptors at the weak input in a conditioning protocol for the induction of associative LTP in area CA1 of the rat hippocampal slice. 2. The effect of releasing D-AP5 by flash photolysis of 100 microM caged D-AP5 (N-[1-(2-nitrophenyl)ethoxycarbonyl]-D-AP5) on pharmacologically isolated NMDA receptor-mediated field EPSPs was examined in area CA1. The slope of the EPSP was reduced by 71% within 50 ms of the initiation of the photolytic reaction when the concentration of released D-AP5 had reached 2.0-2.5 microM and was reduced by 95% within 1 min (10 microM D-AP5 released). 3. Associative LTP was induced by pairing a strong tetanus to one input with a weak tetanus (subthreshold for homosynaptic LTP) to a second input. The strong tetanus preceded the weak by 50 ms. Rapid application of D-AP5, by flash photolysis of caged D-AP5, coincident with the last shock of the strong tetanus, resulted in the blockade of NMDA receptor activation during the period of the weak tetanus. Associative LTP was blocked by photolysis of caged D-AP5 but was normally expressed in experiments using caged L-AP5. 4. We conclude that activation of NMDA receptors at the weakly activated input is an essential requirement for synaptically induced associative LTP.

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