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    fk506-tacrolimus-immunosuppressant-ab120223.pdf

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Immunology Immune Interventions Transplantation
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FK506 (Tacrolimus), Immunosuppressant (ab120223)

  • Datasheet
  • SDS
  • COA
Submit a review Q&A (3)References (8)

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Chemical Structure - FK506 (Tacrolimus), Immunosuppressant (ab120223)
  • Functional Studies - FK506 (Tacrolimus), Immunosuppressant (ab120223)

Key features and details

  • Immunosuppressant
  • CAS Number: 104987-11-3
  • Purity: > 98%
  • Soluble in DMSO to 100 mM
  • Form / State: Solid
  • Source: Streptomyces tsukubaensis

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Overview

  • Product name

    FK506 (Tacrolimus), Immunosuppressant
  • Description

    Immunosuppressant
  • Alternative names

    • Tacrolimus
  • Biological description

    Immunosuppressant. Complexes with FKBP-12 to inhibit calcineurin.

  • Purity

    > 98%
  • CAS Number

    104987-11-3
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-Hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
  • Molecular weight

    804.02
  • Molecular formula

    C44H69NO12
  • PubChem identifier

    445643
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO 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.

    Toxic, 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

    O[C@@H]1CC[C@H](C[C@H]1OC)C=C(/C)[C@H]2OC(=O)[C@@H]4CCCCN4C(=O)C(=O)[C@]3(O)O[C@H]([C@H](C[C@@H](C)CC(C)=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)OC)[C@H](C[C@H]3C)OC
  • Source

    Streptomyces tsukubaensis

  • Research areas

    • Immunology
    • Immune Interventions
    • Transplantation
    • Biochemicals
    • Chemical Type
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Associated products

    Applications

    The Abpromise guarantee

    Our Abpromise guarantee covers the use of ab120223 in the following tested applications.

    The application notes include recommended starting dilutions; optimal dilutions/concentrations should be determined by the end user.

    Application Abreviews Notes
    Functional Studies
    Use at an assay dependent concentration.
    Notes
    Functional Studies
    Use at an assay dependent concentration.

    Images

    • Chemical Structure - FK506 (Tacrolimus), Immunosuppressant (ab120223)
      Chemical Structure - FK506 (Tacrolimus), Immunosuppressant (ab120223)
      2D chemical structure image of ab120223, FK506 (Tacrolimus), Immunosuppressant
    • Functional Studies - FK506 (Tacrolimus), Immunosuppressant (ab120223)
      Functional Studies - FK506 (Tacrolimus), Immunosuppressant (ab120223)
      ab32518 staining IkBα/β in RAW 264.7 cells treated with FK506 (ab120223), by ICC/IF. Decrease in IkBα/&beta expression correlates with increased concentration of FK506, as described in literature.
      The cells were incubated at 37°C for 3h in media containing different concentrations of ab120223 (FK506) in DMSO, fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab32518 (1/100 dilution) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

    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 (8)

    Publishing research using ab120223? Please let us know so that we can cite the reference in this datasheet.

    ab120223 has been referenced in 8 publications.

    • Ilmarinen T  et al. Survival and functionality of xeno-free human embryonic stem cell-derived retinal pigment epithelial cells on polyester substrate after transplantation in rabbits. Acta Ophthalmol 97:e688-e699 (2019). PubMed: 30593729
    • Huang TQ  et al. Protection of FK506 against neuronal apoptosis and axonal injury following experimental diffuse axonal injury. Mol Med Rep 15:3001-3010 (2017). PubMed: 28339015
    • Pramme-Steinwachs I  et al. Extracellular calcium modulates brown adipocyte differentiation and identity. Sci Rep 7:8888 (2017). PubMed: 28827782
    • Morillon YM  et al. Antibody Binding to CD4 Induces Rac GTPase Activation and Alters T Cell Migration. J Immunol 197:3504-3511 (2016). PubMed: 27694496
    • Rojanathammanee L  et al. Attenuation of microglial activation in a mouse model of Alzheimer's disease via NFAT inhibition. J Neuroinflammation 12:42 (2015). PubMed: 25889879
    • Winther ÅM  et al. An Endocytic Scaffolding Protein together with Synapsin Regulates Synaptic Vesicle Clustering in the Drosophila Neuromuscular Junction. J Neurosci 35:14756-70 (2015). PubMed: 26538647
    • Cohen A  et al. Glucose activates TORC2-Gad8 protein via positive regulation of the cAMP/cAMP-dependent protein kinase A (PKA) pathway and negative regulation of the Pmk1 protein-mitogen-activated protein kinase pathway. J Biol Chem 289:21727-37 (2014). PubMed: 24928510
    • Jensen T & Edwards JG Calcineurin is required for TRPV1-induced long-term depression of hippocampal interneurons. Neurosci Lett 510:82-7 (2012). PubMed: 22260796

    Customer reviews and Q&As

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

    1-3 of 3 Abreviews or Q&A

    Question

    Est-ce que ab120223 est soluble dans de l'eau?

    Read More

    Abcam community

    Verified customer

    Asked on Jun 10 2014

    Answer

    J’ai regardé dans la littérature et FK506 n’est malheureusement pas soluble dans l’eau.
    FK506 est soluble dans des solvants organiques par exemple : Méthanol, Éthanol, Acétone, Éthyle Acétate, Diméthyle éther, Chloroforme, Dichlorométhane.

    FK506 est peu soluble dans des solvants aqueux. Si vous devez le solubiliser de cette façon, je vous conseille d’abord de le diluer dans de l’éthanol puis le diluer dans du PBS. La solubilité de FK506 est ˜0/.15 mg/ml dans une solution 1 :5 éthanol : PBS (pH7.2) en utilisant cette méthode. Cependant, il est recommandé de ne pas de stoker cette solution pour plus d’un jour.

    Read More

    Elisa Thomas

    Abcam Scientific Support

    Answered on Jun 10 2014

    Question

    Dear, I am interested in buying FK506 (tacrolimus) from your company. The goal would be to administer FK506 or vehicle via IP injections to mice. As a vehicle I would like to use saline. However, do you have any data or literature about the solubility of your FK506 in saline? Kind regards

    Read More

    Abcam community

    Verified customer

    Asked on Mar 28 2013

    Answer

    Thank you for your enquiry and interest in our products.
    We tested to see if this product could be dissolved in saline, however it could not be solubilised.
    It is known that FK506 (Tacrolimus) is soluble to around 100 mM in ethanol.
    I would suggest reading through the literature as this paper has used a combination of saline, PEG40 castor oil and 2% ethanol to use FK506: https://www.ncbi.nlm.nih.gov/pubmed/28083805 I hope this will be useful for you. If you need any further assistance in the future, please do not hesitate to contact me.

    Read More

    Abcam Scientific Support

    Answered on Mar 28 2013

    Question

    Actually the customer needs to inject mice and not human being. So all the questions below refer to in vivo experiment with the mouse:
    1. Has ab120223 been used in in vivo experiments in general and for the rejection of the implant especially.

    2. How should ab120223 be delivered in vivo? If it is injection, what type?

    3. How should ab120223 be dissolved for in vivo experiments? For how long it will be stable in this case?

    4. Is ab120223 oxidized due to the exposure to oxygen (from the air).

    5. Is ab120223 delivered as a powder?

    Do you have some way to help me with these?

    Your assistance is appreciated.

    Thanks in advance for the reply.

    Best Regards,

    Read More

    Abcam community

    Verified customer

    Asked on Jan 24 2013

    Answer

    Thank you for contacting us.
    1. Has ab120223 been used in in-vivo experiments in general and for the rejection of the implant especially.
    We have not tested in our laboratory but the same chemical has been published used for in-vivo studies.
    http://www.ncbi.nlm.nih.gov/pubmed/22487280
    http://www.sciencedirect.com/science/article/pii/S0966327406000694
    http://www.ncbi.nlm.nih.gov/pubmed/22260796?dopt=Abstract
    2. How should ab120223 be delivered in vivo? If it is injection, what type?
    Please check the below publication and find how other people have used because we have not tested this.
    3. How should ab120223 be dissolved for in vivo experiments? For how long it will be stable in this case?
    The drug seems insoluble in water. We recommend dissolving in DMSO. You may check the following publication for further information;
    http://sitemaker.umich.edu/amidon.papers/view_publications/da.data/1518070/Publication/gla__221_02.pdf
    4. Is ab120223 oxidized due to the exposure to oxygen (from the air).
    I have sent an email to lab and will let you know later.
    5. Is ab120223 delivered as a powder?
    It will be delivered as powder.
    I hope this information is helpful to you. Please do not hesitate to contact us if you need any more advice or information.

    Read More

    Abcam Scientific Support

    Answered on Jan 24 2013

    Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
    For licensing inquiries, please contact partnerships@abcam.com

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