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    products/biochemicals/d-ap5-nmda-glutamate-site-antagonist-ab120003.pdf

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Neuroscience Neurotransmitter Amino Acids Glutamate
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D-AP5, NMDA glutamate site antagonist (ab120003)

  • Datasheet
  • SDS
  • COA
Submit a review Q&A (2)References (246)

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Chemical Structure - D-AP5, NMDA glutamate site antagonist (ab120003)
  • Cellular activation - D-AP5, NMDA glutamate site antagonist (ab120003)
  • Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)
  • Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)

Key features and details

  • NMDA glutamate site antagonist
  • CAS Number: 79055-68-8
  • Soluble in water to 100 mM
  • Form / State: Solid
  • Source: Synthetic

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Overview

  • Product name

    D-AP5, NMDA glutamate site antagonist
  • Description

    NMDA glutamate site antagonist
  • Alternative names

    • APV
    • D-APV
  • Biological description

    Competitive NMDA receptor glutamate site antagonist. More active form of DL-AP5.


    Also available in simple stock solutions (ab144482) - add 1 ml of water to get an exact, ready-to-use concentration.

  • CAS Number

    79055-68-8
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    D-(-)-2-Amino-5-phosphonopentanoic acid
  • Molecular weight

    197.13
  • Molecular formula

    C5H12NO5P
  • PubChem identifier

    135342
  • Storage instructions

    Store at +4°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in water to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Refer to SDS for further information.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    N[C@H](CCCP(=O)(O)O)C(=O)O
  • Source

    Synthetic

  • Research areas

    • Neuroscience
    • Neurotransmitter
    • Amino Acids
    • Glutamate
    • Neuroscience
    • Neurotransmission
    • Receptors / Channels
    • GPCR
    • Glutamate Receptors
    • Neuroscience
    • Neurotransmission
    • Receptors / Channels
    • Ligand-Gated Ion Channels
    • AMPA / Kainate
    • Neuroscience
    • Neurotransmission
    • Receptors / Channels
    • Ligand-Gated Ion Channels
    • NMDA Receptors
    • Neuroscience
    • Sensory System
    • Somatosensory system
    • Nociception
    • Neuroscience
    • Neurology process
    • Neurodegenerative disease
    • Other
    • Biochemicals
    • Product Range
    • Just Add Water
    • Biochemicals
    • Chemical Type
    • Amino Acid
    • Biochemicals
    • Chemical Type
    • Biochemicals
    • Biochemicals
    • Pharmacology
    • Receptors & Transporters
    • Glutamate
    • NMDA
    • Biochemicals
    • Pharmacology
    • Receptors & Transporters
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Addiction
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Addiction
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Alzheimer's Disease
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Alzheimer's Disease
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Depression
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Depression
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Pain & inflammation
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Pain & inflammation
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Parkinson's Disease
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Parkinson's Disease
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Schizophrenia
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Schizophrenia
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists
    • Biochemicals
    • Research Area
    • Stroke
    • Glutamate
    • NMDA
    • Biochemicals
    • Research Area
    • Stroke
    • Glutamate
    • NMDA
    • Glutamate Site
    • Antagonists

Images

  • Chemical Structure - D-AP5, NMDA glutamate site antagonist (ab120003)
    Chemical Structure - D-AP5, NMDA glutamate site antagonist (ab120003)
    2D chemical structure image of ab120003, D-AP5, NMDA glutamate site antagonist
  • Cellular activation - D-AP5, NMDA glutamate site antagonist (ab120003)
    Cellular activation - D-AP5, NMDA glutamate site antagonist (ab120003)Image from Barker M et al., Plos One, 7(5), e35955. Fig 1,; doi: 10.1371/journal.pone.0035955

    (A) Photomicrograph of a DCN fusiform cell filled with lucifer yellow (top) and whole cell voltage clamp recording of this fusiform cell while stimulating the LVN (bottom). (B) Photomicrograph of a DCN granule cell filled with lucifer yellow (top) and whole cell voltage clamp recording of this granule cell while stimulating the LVN (bottom). Both cells were held at -68 mV and the LVN was stimulated at 0.3 Hz. Glutamatergic EPSCs are represented in black and are blocked by 50 µm D-AP5 and 10 µm NBQX (traces in red). Each trace represents an average of 10-20 single traces. The arrowhead represents the artifact of stimulus that has been removed for clarity. Scale bar: (A) 50 µm, (B) 20 µm.

  • Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)
    Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)Image from Herman MA et al., PLoS One. 2011;6(11):e26501. Fig 2(A).; doi: 10.1371/journal.pone.0026501. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/
    Averaged Ca2+ transients (500 Hz line scans) evoked by 40 ms voltage step in a dendrite (left) and spine (right) in control (black), D-AP5 (red, 10 µM), after a 10 min washout of D-AP5 (green), and in 5 µM NMDA (blue). Mibefradil (20 µM), nimodipine (20 µM) and TTX (0.5 µM) were present throughout.
  • Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)
    Functional Studies - D-AP5, NMDA glutamate site antagonist (ab120003)Image from Brady JD et al., Neuroscience. 2010;168(1):108-17. Fig 3.; doi: 10.1016/j.neuroscience.2010.03.009 with permission from Elsevier.
    Representative voltage-clamp recording (Vh= −60 mV, ECl−=+8 mV) of a Purkinje cells response to simulated ischemia and sequential block of glutamate receptors and GABAA receptors.

Protocols

To our knowledge, customised protocols are not required for this product. Please try the standard protocols listed below and let us know how you get on.

Click here to view the general protocols

Datasheets and documents

  • SDS download

  • Datasheet download

    Download
  • COA

References (246)

Publishing research using ab120003? Please let us know so that we can cite the reference in this datasheet.

ab120003 has been referenced in 246 publications.

  • Prakash M  et al. Selective control of synaptically-connected circuit elements by all-optical synapses. Commun Biol 5:33 (2022). PubMed: 35017641
  • Vierock J  et al. BiPOLES is an optogenetic tool developed for bidirectional dual-color control of neurons. Nat Commun 12:4527 (2021). PubMed: 34312384
  • Pan Y  et al. Neuronal activity recruits the CRTC1/CREB axis to drive transcription-dependent autophagy for maintaining late-phase LTD. Cell Rep 36:109398 (2021). PubMed: 34289350
  • Li L  et al. a2d-1 switches the phenotype of synaptic AMPA receptors by physically disrupting heteromeric subunit assembly. Cell Rep 36:109396 (2021). PubMed: 34289359
  • Zhang J  et al. Severe deficiency of the voltage-gated sodium channel NaV1.2 elevates neuronal excitability in adult mice. Cell Rep 36:109495 (2021). PubMed: 34348148
View all Publications for this product

Customer reviews and Q&As

Show All Reviews Q&A
Submit a review Submit a question

1-2 of 2 Abreviews or Q&A

Question

I'm a little confused, the *competitor* web page for D-AP5 (not the sodium
salt) states
"Soluble to 10 mM in water and to 100 mM in 1eq. NaOH"
This is copied and pasted from
http://www.*competitor name*.com/dispprod.php?ItemId=1191, their equivalent of
your ab120003 I think.
Your web page https://www.abcam.com/D-AP5-ab120003.html states....
"Soluble in water to 100 mM"
I have been making (or attempting to make!) 50mM D-AP5 in 18.2MOhm
water to make a stock solution that I aliquot into small samples and
freeze. I then thaw the required amount on the day dilute 1:1000 into
ACSF before using this solution to block NMDA receptors in hippocampal
CA1 slices from young mice (190uM thick). The solution either appears
not to work at all (most of the time) or very well, which is what lead
me to check your solubility data. Again I stress this is NOT the
sodium salt which appears to have the correct solubility on your web
page.
Not trying to pretend I know a lot about solubility and things like
that as I'm not a chemist and only a third year PhD! But would like to
get to the bottom of this to save more wasted time!
Thanks

Read More

Abcam community

Verified customer

Asked on Apr 20 2012

Answer

We have not previously experienced any issues with D-AP5 (ab120003) and we are confident that it is soluble to 100 mM in water. I noticed that the *competitor name* product page that you linked to was for DL-AP5 rather than D-AP5. DL-AP5 has a lower solubility (soluble to 10 mM in water). This should explain why you thought there was a discrepancy in our solubility data.
Regarding your issues, we recommend wherever possible to prepare and use solutions on the same day. For stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. However before use and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.  Solubility is temperature dependent and as such, cooling or freezing solutions may lead to precipitation of the product from solution. It is therefore essential to ensure that your product is completely re-dissolved before use.
In light of your difficulties we would be happy to offer you free replacement of one vial of  this compound as a special exception.
In order to issue a free of charge replacement I need the lot number, original order number and date.
I am looking forward to your reply and wish you a good weekend.

Read More

Abcam Scientific Support

Answered on May 21 2012

Question

Hi There,
Just to let you know, I think there may be a mistake in your data
sheet for your D-AP5 (ab120003). You have stated the soubility as
100mM, I think it could be 10mM! Not entirely sure but thats what it
says on the #competitor# website, and the last 6 months of patch clamping
have not being going well with your AP5!!!
Yours,

Read More

Abcam community

Verified customer

Asked on Apr 17 2012

Answer

Thank you foryour inquiry.

It is regrettable the results with ab120003have not been successful.

I double checked with the lab and the #competitor# Website and I can confirm that D-AP5 (CAS number 79055-68-8) is soluble in water to 100mM.


In order to help with our investigation of this case before deciding how to proceed, I would appreciate if you are able to provide more detail about the experiment that ab120003is used in. This information will also be helpful to our quality monitoring.


I will be pleased to provide a free of charge replacement or credit note if we find the productto be faulty.

Thank you for your time. I look forward to hearing from you with the requested information.

Read More

Abcam Scientific Support

Answered on Apr 17 2012

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