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Biotin-C5-Azide (DecarboxyBiotin-N3)

Cat No.:V67155 Purity: ≥98%
Biotin-C5-Azide (DecarboxyBiotin-N3) is a biotin reagent that may be utilized to prepare biotinylated conjugates.
Biotin-C5-Azide (DecarboxyBiotin-N3)
Biotin-C5-Azide (DecarboxyBiotin-N3) Chemical Structure CAS No.: 1260586-88-6
Product category: Fluorescent Dye
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
Other Sizes
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Product Description
Biotin-C5-Azide (DecarboxyBiotin-N3) is a biotin reagent that may be utilized to prepare biotinylated conjugates. Biotin-C5-Azide is a reagent for click chemistry. It has an azide (N3) moiety and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an alkyne group. SPAAC (Strain-promoted alkyne-azide cycloaddition) may also happen with compounds bearing a BCN or DBCO group.
Biotin-C5-Azide (DecarboxyBiotin-N3) (CAS#: 1260586-88-6) is a biotin reagent that can be used to prepare biotinylated conjugates. It has a molecular weight of 255.34 g/mol and a molecular formula of C₁₀H₁₇N₅OS. Biotin-C5-Azide is a click chemistry reagent that contains an azide group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction with molecules containing alkyne groups. The compound is a decarboxylated biotin derivative with an azide functional group for bioorthogonal labeling applications.
Biological Activity I Assay Protocols (From Reference)
Targets
Biotin-C5-Azide does not target a specific protein or enzyme. The azide functional group enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with alkyne-bearing molecules. The biotin moiety then serves as a high-affinity ligand for avidin, streptavidin, and neutravidin proteins.
ln Vitro
The in vitro activity of Biotin-C5-Azide is its function as a click chemistry reagent for biotinylation. The compound contains an azide group that reacts with alkyne-containing molecules through CuAAC reactions, forming a stable triazole linkage. The biotin moiety enables the detection or purification of the labeled conjugates using streptavidin-based methods.
ln Vivo
Biotin-C5-Azide is not used as a therapeutic agent. Its in vivo utility is limited to research applications involving biotinylation and click chemistry labeling. The compound is not intended for systemic therapeutic use.
Enzyme Assay
In vitro labeling assays for Biotin-C5-Azide involve incubating the azide with alkyne-containing biomolecules under CuAAC reaction conditions. The reaction forms a stable triazole linkage between the azide and alkyne groups. The biotinylated product can be detected or purified using streptavidin-conjugated reagents.
Cell Assay
For in vitro cellular experiments, Biotin-C5-Azide is used to label alkyne-functionalized biomolecules in cell lysates or on cell surfaces via click chemistry. The biotinylated products can be detected using fluorescently labeled streptavidin or purified using streptavidin beads.
Animal Protocol
In vivo animal experiments with Biotin-C5-Azide are not typically performed, as the compound is primarily used as an in vitro labeling reagent.
ADME/Pharmacokinetics
Pharmacokinetic properties of Biotin-C5-Azide have not been characterized, as it is a research-use biotinylation reagent rather than a drug candidate. The compound has a molecular weight of 255.34 g/mol and appears as a white solid. It should be stored under appropriate conditions.
Toxicity/Toxicokinetics
Biotin-C5-Azide is intended for research use only and not for human therapeutic or diagnostic applications. Standard laboratory safety precautions should be observed when handling this chemical reagent.
References

[1]. Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches. J Am Chem Soc. 2021 Sep 15;143(36):14495-14501.

Additional Infomation
Biotin-C5-Azide (DecarboxyBiotin-N3) is a click chemistry reagent containing an azide group for CuAAC reactions with alkyne-containing molecules. It is used to prepare biotinylated conjugates for detection and purification applications and has no clinical or therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H17N5OS
Molecular Weight
255.34
Exact Mass
255.115
CAS #
1260586-88-6
PubChem CID
164512772
Appearance
White to off-white solid powder
LogP
2.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
6
Heavy Atom Count
17
Complexity
331
Defined Atom Stereocenter Count
3
SMILES
N(CCCCCC1C2C(NC(=O)N2)CS1)=[N+]=[N-]
InChi Key
CSDCRNNAOYVBRW-CIUDSAMLSA-N
InChi Code
InChI=1S/C10H17N5OS/c11-15-12-5-3-1-2-4-8-9-7(6-17-8)13-10(16)14-9/h7-9H,1-6H2,(H2,13,14,16)/t7-,8-,9-/m0/s1
Chemical Name
(3aS,4S,6aR)-4-(5-azidopentyl)-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
DMSO: 100 mg/mL (391.63 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.79 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (9.79 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (9.79 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9163 mL 19.5817 mL 39.1635 mL
5 mM 0.7833 mL 3.9163 mL 7.8327 mL
10 mM 0.3916 mL 1.9582 mL 3.9163 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?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • 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:
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  • 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
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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