Art. -Nr.: HY-131442

Alkyne-phenol

(Synonyms: Alkyne tyramide; Alk-Ph)

4 Cited Publications

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Based on 4 publication(s) in Google Scholar

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.

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Reinheit: 99.72%
CAS. Nr.: 1694495-59-4
Formel: C₁₃H₁₅NO₂
Molecular Weight:217.26

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Alkyne-phenol Chemical Structure

CAS. Nr.: 1694495-59-4

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biologische Aktivität
- Beschreibung
- In Vitro
Chemical Information
Publications (4)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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.

Chemical Information

CAS. Nr. 1694495-59-4
Appearance Solid
Molecular Weight 217.26
Formel C₁₃H₁₅NO₂
Color White to off-white
SMILES

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

Alkyne tyramide; Alk-Ph
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (4)

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Biochem Biophys Res Commun

A click-compatible BmTyr platform for biotin-free proximity labeling and subcellular proteome profiling in primary T cells. [Abstract]

2026 Jul 16:822:153918. PMID: 42119177
bioRxiv

Capturing Translation in Action with Protein Synthesis Profiling. [Abstract]

2025 Nov 17:2025.11.17.688896. PMID: 41332707
bioRxiv

APEX2 proximity labeling of RNA in bacteria. [Abstract]

2024 Sep 18:2024.09.18.612050. PMID: 39345536

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 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.
bioRxiv

Proximity labeling defines the phagosome lumen proteome of murine and primary human macrophages. [Abstract]

2024 Sep 8:2024.09.04.611277. PMID: 39282337

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).

Lösungsmittel & Löslichkeit

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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.6028 mL

23.0139 mL

46.0278 mL

5 mM

0.9206 mL

4.6028 mL

9.2056 mL

10 mM

0.4603 mL

2.3014 mL

4.6028 mL

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.

Molaritätsrechner

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

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

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

Stock Solution Working Solution

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.

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.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

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

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

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).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (270 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Li Y, et al. A Clickable APEX Probe for Proximity-Dependent Proteomic Profiling in Yeast. Cell Chem Biol. 2020;27(7):858-865.e8. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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

Keywords

Alkyne-phenol

4 Cited Publications

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Alkyne-phenol

Publications Citing Use of MedChemExpress (MCE) Alkyne-phenol

Biologische Aktivität

Chemical Information

Publications (4)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Alkyne-phenol Related Classifications

HY-131442 Related Classifications