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  4. Alkyne-phenol

Alkyne-phenol  (Synonyms: Alkyne tyramide; Alk-Ph)

Cat. No.: HY-131442 Purity: 99.72%
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Alkyne-phenol (Alk-Ph) is a clickable ascorbate peroxidase 2 (APEX2) probe. Alkyne-phenol substantially improves APEX-labeling efficiency in intact yeast cells, as it is more cell wall-permeant than APEX2 substrate biotin-phenol (BP). Alkyne-phenol also facilitates the identification of APEX-labeling sites, allowing the unambiguous assignment of membrane topology of mitochondrial proteins. Alkyne-phenol is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

For research use only. We do not sell to patients.

CAS No. : 1694495-59-4

Size Price Stock Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Based on 3 publication(s) in Google Scholar

Alkyne-phenol Related Antibodies

Top Publications Citing Use of Products

    Alkyne-phenol purchased from MedChemExpress. Usage Cited in: bioRxiv. 2024 Sep 18:2024.09.18.612050.  [Abstract]

    APEX2 labeling requires H2O2 and alkyne-phenol (1.2, 2.5 mM, 30 min) to label RNAs. RNA labeling reactions were placed on a nylon membrane to bind to the RNA in a dot blot apparatus and scanned for Cy5 fluorescence in a gel imager. As a control, the RNA samples were incubated for 2 hours with DNase I and RNase A. The RNA was then precipitated before being subjected to the azide-Cy5 click chemistry reaction and was re-precipitated before being filtered on the nylon membrane in the dot blot apparatus.

    Alkyne-phenol purchased from MedChemExpress. Usage Cited in: bioRxiv. 2024 Sep 8:2024.09.04.611277.  [Abstract]

    iBMDMs phagocytosed HRP- or BSA-conjugated beads for 30 minutes at 37° C, followed by washing away extracellular beads and another 30 minutes of incubation at 37° C for phagosome progression. The indicated phenolic labeling substrate (500 μM alkyne phenol (AP) or BP) was added post-wash either 30, 15, or 5 minutes prior to labeling. Labeling was catalyzed with H2O2, click reactions were completed where indicated, and lysates were analyzed by western blot to assess ability of substrate to access the phagosome (representative blot from 3 independent replicates).

    Alkyne-phenol purchased from MedChemExpress. Usage Cited in: bioRxiv. 2024 Sep 18:2024.09.18.612050.  [Abstract]

    Optimization of APEX2 labeling of RNA with Alkyne-Phenol. Alkyne-phenol titration reveals that peak labeling occurs with 2.5 mM Alkyne-Phenol. The Cy5 intensity was measured in a gel imager.

    • Biological Activity

    • Purity & Documentation

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    Description

    Alkyne-phenol (Alk-Ph) is a clickable ascorbate peroxidase 2 (APEX2) probe. Alkyne-phenol substantially improves APEX-labeling efficiency in intact yeast cells, as it is more cell wall-permeant than APEX2 substrate biotin-phenol (BP). Alkyne-phenol also facilitates the identification of APEX-labeling sites, allowing the unambiguous assignment of membrane topology of mitochondrial proteins[1]. Alkyne-phenol is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

    In Vitro

    Yeast cells expressing Su9-APEX2 are incubated with each probe at 2.5 mM final concentration for half an hour, and the labeling reaction is initiated by the addition of 1 mM H2O2. Alkyne-phenol is the most reactive APEX2 substrate for labeling the yeast proteome[1].
    APEX2-mediated Alkyne-phenol labeling in the yeast mitochondria is more effective at probe concentrations above 1 mM[1].
    Alkyne-phenol enables proteomic profiling in the mitochondrial matrix of intact yeast cells with exceptionally high specificity (94%), and offers higher coverage than the traditional APEX2 substrate biotin-phenol (BP)[1].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Alkyne-phenol Related Antibodies
    Molecular Weight

    217.26

    Formula

    C13H15NO2
    CAS No.
    Appearance

    Solid

    Color

    White to off-white

    SMILES

    C#CCCC(NCCC1=CC=C(O)C=C1)=O
    Shipping

    Room temperature in continental US; may vary elsewhere.
    Storage
    Powder -20°C 3 years
    4°C 2 years
    In solvent -80°C 6 months
    -20°C 1 month
    Solvent & Solubility
    In Vitro: 

    DMSO : 50 mg/mL (230.14 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 4.6028 mL 23.0139 mL 46.0278 mL
    5 mM 0.9206 mL 4.6028 mL 9.2056 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    • Molarity Calculator

    • Dilution Calculator

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

    Concentration (start)

    C1

    ×
    Volume (start)

    V1

    =
    Concentration (final)

    C2

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    Volume (final)

    V2

    In Vivo:

    Select the appropriate dissolution method based on your experimental animal and administration route.

    For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
    To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
    The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

    • Protocol 1

      Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

      Solubility: ≥ 2.5 mg/mL (11.51 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

      Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
    • Protocol 2

      Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

      Solubility: ≥ 2.5 mg/mL (11.51 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

      Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

    Dosage

    mg/kg

    Animal weight
    (per animal)

    g

    Dosing volume
    (per animal)

    μL

    Number of animals

    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Please enter your animal formula composition:
    %
    DMSO +
    % 
    +
    %
    Tween-80 +
    %
    Saline
    Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
    The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
    Calculation results:
    Working solution concentration: mg/mL
    Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
    Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
     If the continuous dosing period exceeds half a month, please choose this protocol carefully.
    Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
    Purity & Documentation

    Purity: 99.72%

    SDS (252 KB)

    COA (242 KB) HNMR (234 KB) LCMS (93 KB)

    Handling Instructions (2659 KB)
    References

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    DMSO 1 mM 4.6028 mL 23.0139 mL 46.0278 mL 115.0695 mL
    5 mM 0.9206 mL 4.6028 mL 9.2056 mL 23.0139 mL
    10 mM 0.4603 mL 2.3014 mL 4.6028 mL 11.5070 mL
    15 mM 0.3069 mL 1.5343 mL 3.0685 mL 7.6713 mL
    20 mM 0.2301 mL 1.1507 mL 2.3014 mL 5.7535 mL
    25 mM 0.1841 mL 0.9206 mL 1.8411 mL 4.6028 mL
    30 mM 0.1534 mL 0.7671 mL 1.5343 mL 3.8357 mL
    40 mM 0.1151 mL 0.5753 mL 1.1507 mL 2.8767 mL
    50 mM 0.0921 mL 0.4603 mL 0.9206 mL 2.3014 mL
    60 mM 0.0767 mL 0.3836 mL 0.7671 mL 1.9178 mL
    80 mM 0.0575 mL 0.2877 mL 0.5753 mL 1.4384 mL
    100 mM 0.0460 mL 0.2301 mL 0.4603 mL 1.1507 mL
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    Alkyne-phenol Related Classifications

    Help & FAQs
    • Do most proteins show cross-species activity?

      Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

    Keywords:

    Alkyne-phenol1694495-59-4Alkyne tyramide Alk-PhBiochemical Assay ReagentsyeastmitochondriaAPEX2substratemembranetopologyInhibitorinhibitorinhibit

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