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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 (223)

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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
  • Purity: > 99%
  • 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.

  • Purity

    > 99%
  • 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.

    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

Associated products

    Images

    • 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

    • Datasheet
    • SDS
    • COA
  • References (223)

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

    ab120003 has been referenced in 223 publications.

    • Hunker AC  et al. Conditional Single Vector CRISPR/SaCas9 Viruses for Efficient Mutagenesis in the Adult Mouse Nervous System. Cell Rep 30:4303-4316.e6 (2020). PubMed: 32209486
    • Armbruster M  et al. Effects of fluorescent glutamate indicators on neurotransmitter diffusion and uptake. Elife 9:N/A (2020). PubMed: 32352378
    • Halff EF  et al. SNX27-Mediated Recycling of Neuroligin-2 Regulates Inhibitory Signaling. Cell Rep 29:2599-2607.e6 (2019). PubMed: 31775031
    • Stahlberg MA  et al. Investigating the feasibility of channelrhodopsin variants for nanoscale optogenetics. Neurophotonics 6:015007 (2019). PubMed: 30854405
    • Dorgans K  et al. Short-term plasticity at cerebellar granule cell to molecular layer interneuron synapses expands information processing. Elife 8:N/A (2019). PubMed: 31081751
    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

    Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
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