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DBCO-Sulfo-Link-biotin TEA

DBCO-Sulfo-Link-Biotin TEA is a click chemistry intermediate containing a DBCO group, which can undergo ring strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing an azide group.
DBCO-Sulfo-Link-biotin TEA
DBCO-Sulfo-Link-biotin TEA Chemical Structure CAS No.: 1485489-28-8
Product category: Others 16
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes

Other Forms of DBCO-Sulfo-Link-biotin TEA:

  • DBCO-Sulfo-Link-biotin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
DBCO-Sulfo-Link-biotin TEA is a click chemistry intermediate containing a DBCO group, which can undergo ring strain-promoted alkyne-azide cycloaddition reaction (SPAAC) with molecules containing an azide group.
DBCO-Sulfo-Link-biotin TEA (CAS 1485489-28-8) is a click chemistry reagent containing a DBCO (dibenzocyclooctyne) group, a PEG spacer for enhanced aqueous solubility, and a biotin moiety. It appears as a white to off-white solid powder with a molecular formula of C37H50N6O7S2 and a molecular weight of 754.96. The TEA (triethylammonium) salt form improves water solubility. This reagent is a biochemical assay reagent used for copper-free bioconjugation and detection.
Biological Activity I Assay Protocols (From Reference)
Targets
DBCO-Sulfo-Link-biotin TEA has no specific biological target. It is a chemical tool for bioconjugation. The DBCO group undergoes a strain-promoted alkyne-azide cycloaddition (SPAAC) with azide-containing molecules, a bioorthogonal reaction. The biotin group binds with extremely high affinity to streptavidin or avidin proteins. This dual functionality allows it to act as a bridge: the DBCO end labels an azide-modified biomolecule, and the biotin end is used for detection or purification using streptavidin-conjugated probes.
ln Vitro
The "activity" of this compound is its conjugation efficiency. It serves as a highly reactive linker, capable of labeling azide-tagged biomolecules (e.g., modified proteins, DNA/RNA) under physiological conditions. The water-soluble sulfo-linker minimizes aggregation and non-specific binding, making it ideal for applications requiring detection in complex biological fluids like serum. It is often used in live-cell labeling and in vivo imaging studies.
ln Vivo
The compound itself is not an active pharmaceutical ingredient, but it facilitates in vivo tracking. For instance, an azide-modified antibody targeting a tumor marker can be injected into a mouse. At the time of imaging, the DBCO-Sulfo-Link-biotin TEA probe is injected intravenously. The DBCO group rapidly reacts with the antibody (click chemistry) in the bloodstream, and the biotin tag can then be detected by an injected streptavidin-fluorophore conjugate. This strategy allows for pre-targeted imaging, reducing non-specific background.
Enzyme Assay
Not applicable. DBCO-Sulfo-Link-biotin TEA is a chemical reagent, not a drug, and is not tested in enzyme inhibition or receptor binding assays. Its reactivity can be characterized using HPLC. Procedure: React DBCO-Sulfo-Link-biotin TEA (100 uM, 10 uL) with an azide-containing control molecule (e.g., 3-azido-7-hydroxycoumarin, 200 uM) in PBS (pH 7.4) at room temperature. Monitor the reaction by injecting 5 uL into an HPLC (C18 column, gradient from 5% to 95% ACN in 0.1% TFA over 15 min). The peak corresponding to the starting material disappears, and a new peak corresponding to the triazole-linked product appears.
Cell Assay
DBCO-Sulfo-Link-biotin TEA is used to label live cells expressing azide-tagged glycans or proteins. Procedure: Culture cells (e.g., HEK293T) to 80% confluence in a 6-well plate. Add azide-sugar (e.g., Ac4ManNAz, 50 uM) to the media and incubate for 48 hours to incorporate azides into cell surface glycans. Wash cells twice with PBS. Add DBCO-Sulfo-Link-biotin TEA (10 uM) in PBS to the cells and incubate for 15-30 min at room temperature. Wash cells with PBS. Incubate with Streptavidin-Alexa Fluor 488 (1:200) for 30 min. Fix cells with 4% PFA and image using a fluorescence microscope. A strong green fluorescent signal indicates successful click labeling of the cell surface.
Animal Protocol
In vivo pre-targeted imaging can be performed. Procedure: For a xenograft mouse model, inject an azide-modified tumor-specific antibody (e.g., anti-HER2 antibody-azide, 100 ug) intravenously. Allow 24-48 hours for the antibody to clear from circulation and localize to the tumor. Then, inject DBCO-Sulfo-Link-biotin TEA (50 uL of a 20 uM solution in PBS) intravenously. After 30-60 minutes, inject a near-infrared streptavidin conjugate (e.g., Streptavidin-Cy7, 50 uL). After another 30 minutes, anesthetize the mouse and image using an IVIS system. High fluorescence signal should be localized to the tumor region due to the bioorthogonal reaction occurring on the tumor cells.
ADME/Pharmacokinetics
As a small, water-soluble linker, DBCO-Sulfo-Link-biotin TEA is rapidly cleared from circulation via renal filtration if not bound to a macromolecule. The TEA salt form ensures good aqueous solubility (>50 mg/mL in water), eliminating the need for organic co-solvents that can be toxic in vivo. The PEG spacer reduces non-specific protein binding and immunogenicity. The compound is stable for months when stored as a powder at -20degC.
Toxicity/Toxicokinetics
Specific toxicity data for DBCO-Sulfo-Link-biotin TEA is not fully detailed. As a click chemistry reagent, it is considered to have low toxicity, but the DBCO group can react with thiols in cells, causing some off-target effects at high concentrations. Standard laboratory safety precautions should be followed: avoid inhalation and direct contact with skin/eyes. The compound is for research use only and is not intended for therapeutic or diagnostic use in humans.
References

[1]. "Retinoblastoma-binding protein 4-regulated classical nuclear transport is involved in cellular senescence." Journal of Biological Chemistry 290.49 (2015): 29375-29388.

Additional Infomation
DBCO-Sulfo-Link-biotin TEA is a water-soluble, click chemistry intermediate used for copper-free bioconjugation. The DBCO group enables SPAAC (Strain-Promoted Alkyne-Azide Cycloaddition), a bioorthogonal reaction that is rapid, specific, and non-toxic to living cells. The biotin moiety allows for robust detection or pull-down of the labeled target using streptavidin beads or dyes. The TEA salt enhances solubility. This reagent is essential for in vitro and in vivo studies requiring gentle and specific labeling of biomolecules. It is not approved for human use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C37H50N6O7S2
Molecular Weight
754.96
Exact Mass
754.318
CAS #
1485489-28-8
Related CAS #
DBCO-Sulfo-Link-biotin; 1363444-70-5
PubChem CID
168439581
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
5
Rotatable Bond Count
15
Heavy Atom Count
52
Complexity
1320
Defined Atom Stereocenter Count
3
SMILES
CCN(CC)CC.C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCC(C(=O)NCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)S(=O)(=O)O)NC(=O)N2
InChi Key
RACLEVCKGUBCTH-GESOYTMLSA-N
InChi Code
InChI=1S/C31H35N5O7S2.C6H15N/c37-27(12-6-5-11-25-29-23(19-44-25)34-31(40)35-29)33-17-26(45(41,42)43)30(39)32-16-15-28(38)36-18-22-9-2-1-7-20(22)13-14-21-8-3-4-10-24(21)36;1-4-7(5-2)6-3/h1-4,7-10,23,25-26,29H,5-6,11-12,15-19H2,(H,32,39)(H,33,37)(H2,34,35,40)(H,41,42,43);4-6H2,1-3H3/t23-,25-,26?,29-;/m0./s1
Chemical Name
3-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-1-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-1-oxopropane-2-sulfonic acid;N,N-diethylethanamine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.3246 mL 6.6229 mL 13.2457 mL
5 mM 0.2649 mL 1.3246 mL 2.6491 mL
10 mM 0.1325 mL 0.6623 mL 1.3246 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration: mg/mL;

Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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