1. OABK hydrochloride

OABK hydrochloride is a small-molecule switch that can be used to control protein activity. OABK (hydrochloride) is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

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OABK hydrochloride Chemical Structure

OABK hydrochloride Chemical Structure

CAS No. : 1984862-48-7

Size Price Stock Quantity
1 mg USD 132 In-stock
5 mg USD 420 In-stock
10 mg USD 600 In-stock
50 mg USD 1800 In-stock
100 mg USD 2520 In-stock
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Description

OABK hydrochloride is a small-molecule switch that can be used to control protein activity. OABK (hydrochloride) is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

In Vitro

A small-molecule switch for the activation of protein function through the site-specific incorporation of an ortho-azidobenzyloxycarbonyl lysine (OABK). The amino acid OABK is synthesized readily in three steps from 2-azidobenzyl alcohol via a succinimidyl carbonate. Deprotection results in the formation of lysine and, when OABK is incorporated into a protein, the formation of active wild-type protein. Genetically encoded OABK in conjunction with small-molecule activation allows for the conditional regulation of intracellular protein maturation. Incorporation of OABK (0.5 mM) at position K85 of EGFP inhibits fluorophore formation until the native lysine is generated through small-molecule activation (the model is based on Protein Data Bank (PDB). Introducing OABK at position K206 inhibits FLuc enzymatic activity by restricting the access of adenosine triphosphate (ATP) to the active site, until the enzyme is deprotected and activated through phosphine treatment. The incorporation of OABK into FLuc blocks the luciferase activity in the absence of small-molecule activation, as determined by a Bright-Glo luciferase assay[1].

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

Molecular Weight

357.79

Formula

C14H20ClN5O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

N[C@@H](CCCCNC(OCC1=CC=CC=C1N=[N+]=[N-])=O)C(O)=O.[H]Cl

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Solvent & Solubility
In Vitro: 

DMSO : 25 mg/mL (69.87 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 2.7949 mL 13.9747 mL 27.9494 mL
5 mM 0.5590 mL 2.7949 mL 5.5899 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 (sealed storage, away from moisture). 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)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

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

×
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 (6.99 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 (6.99 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).

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

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: 97.10%

Cell Assay
[1]

HEK293T cells are plated at 100,000 cells per well (400 μL) into a poly-D-lysine-coated eight-well chamber slide. At 75% confluency, cells are co-transfected with pEGFP-K85TAG-mCherry or pEGFP-K29TAG-SatB1-mCherry and pOABKRS-4PylT (200 ng of each plasmid) using linear PEI (3 μL, 0.323 mg/mL). After 20 hours of incubation at 37°C and 5% CO2 in DMEM with 10% FBS in the presence of OABK (0.25 mM), the cells are washed three times with phenol-red-free DMEM (200 μL), followed by three hours of incubation to remove any non-incorporated OABK. Before small-molecule activation, the cells are focused using the Texas Red channel, and imaged with a Nikon A1 confocal microscope (×40 oil objective, ×2 zoom, fluorescein isothiocyanate (ex=488 nm) and Texas Red (ex=560 nm) channels)[1].

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

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 (sealed storage, away from moisture). 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 2.7949 mL 13.9747 mL 27.9494 mL 69.8734 mL
5 mM 0.5590 mL 2.7949 mL 5.5899 mL 13.9747 mL
10 mM 0.2795 mL 1.3975 mL 2.7949 mL 6.9873 mL
15 mM 0.1863 mL 0.9316 mL 1.8633 mL 4.6582 mL
20 mM 0.1397 mL 0.6987 mL 1.3975 mL 3.4937 mL
25 mM 0.1118 mL 0.5590 mL 1.1180 mL 2.7949 mL
30 mM 0.0932 mL 0.4658 mL 0.9316 mL 2.3291 mL
40 mM 0.0699 mL 0.3494 mL 0.6987 mL 1.7468 mL
50 mM 0.0559 mL 0.2795 mL 0.5590 mL 1.3975 mL
60 mM 0.0466 mL 0.2329 mL 0.4658 mL 1.1646 mL
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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.

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Product Name:
OABK hydrochloride
Cat. No.:
HY-100825
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