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3-Azidopropylamine

Cat No.:V34783 Purity: ≥98%
3-Azidopropylamine is a reagent for click chemistry bearing an azide (N3) moiety.
3-Azidopropylamine
3-Azidopropylamine Chemical Structure CAS No.: 88192-19-2
Product category: ADC Linker
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
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Product Description
3-Azidopropylamine is a reagent for click chemistry bearing an azide (N3) moiety. 3-Azidopropylamine reacts with the starch sugars of potato starch for plasmid DNA complexation and transfection.
3-Azidopropylamine (CAS 88192-19-2) is a click chemistry reagent containing an azide (N3) group. It can react with the starch sugar of potato starch for complexation and transfection of plasmid DNA. The compound is used in the complexation and transfection of plasmid DNA. The amylose from potato starch is oxidized by reacting with 3-azidopropylamine in the presence of N,N'-carbonyldiimidazole, which is used for complexation and transfection of plasmid DNA. The compound contains an azide group that facilitates click chemistry reactions.
Biological Activity I Assay Protocols (From Reference)
Targets
3-Azidopropylamine functions as a click chemistry reagent through its azide group. The azide group can participate in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, a widely used click chemistry reaction for bioconjugation. The compound reacts with the starch sugar of potato starch for complexation and transfection of plasmid DNA. This reaction involves oxidation of potato starch amylose followed by reaction with 3-azidopropylamine in the presence of N,N'-carbonyldiimidazole. The resulting azide-functionalized starch can be used for plasmid DNA complexation and transfection. The compound's amine group provides additional functionality for conjugation reactions.
ln Vitro
In order to complex and transfect plasmid DNA, 3-Azidopropylamine and N, N'-carbonyldiimidazole are used to azidize the amylose from potato starch[1].
In vitro, 3-azidopropylamine is used as a reagent for click chemistry applications. It reacts with the starch sugar of potato starch for complexation and transfection of plasmid DNA. The compound's azide group enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with alkyne-functionalized molecules. This allows for the creation of bioconjugates and functionalized materials. The compound is used in the complexation and transfection of plasmid DNA. Its amine group provides additional functionality for further derivatization. The compound's click chemistry properties make it valuable for various bioconjugation and materials science applications. Detailed in vitro protocols are described in the chemical and biochemical literature.
ln Vivo
In vivo applications of 3-azidopropylamine are limited, as the compound is primarily used as a chemical reagent for in vitro click chemistry and bioconjugation. Its use in plasmid DNA complexation and transfection suggests potential for gene delivery applications. However, the compound's azide group and reactivity may limit its use in vivo due to potential toxicity or off-target reactions. The compound is intended for research use only and not for human therapeutic applications. Researchers should consult the primary literature for any available in vivo data. The compound's click chemistry properties are primarily exploited in vitro for bioconjugation, materials science, and chemical biology research.
Enzyme Assay
For in vitro biochemical assays, 3-azidopropylamine is evaluated for its click chemistry reactivity and bioconjugation applications. Azide-alkyne cycloaddition reactions are performed with alkyne-functionalized molecules, and reaction products are analyzed by mass spectrometry, NMR, or chromatography. DNA complexation and transfection efficiency are assessed using gel electrophoresis and reporter gene assays. The compound's purity and reactivity are characterized using standard chemical analysis methods. Its azide content is determined by titration or spectroscopic methods. These assays help characterize the compound's reactivity and suitability for click chemistry applications.
Cell Assay
In vitro cellular assays for 3-azidopropylamine are limited, as the compound is primarily used as a chemical reagent. However, its use in plasmid DNA complexation and transfection can be evaluated in cell culture. Cells are transfected with plasmid DNA complexed with azide-functionalized starch prepared using 3-azidopropylamine. Transfection efficiency is assessed by measuring reporter gene expression using fluorescence or luminescence assays. Cell viability is assessed using MTT or LDH release assays to evaluate cytotoxicity. The compound's effects on cell function are studied in the context of gene delivery applications. These cellular assays help validate the compound's utility for DNA delivery.
Animal Protocol
In vivo animal experiments with 3-azidopropylamine are not extensively documented, as the compound is primarily used as a chemical reagent. If used in animal studies, typical applications would involve gene delivery using azide-functionalized DNA complexes. The compound would be administered as part of a DNA delivery formulation via injection. Efficacy would be assessed by measuring transgene expression in target tissues. Toxicity would be monitored through body weight, clinical signs, and clinical chemistry. However, the compound's azide group and reactivity may limit its in vivo use. Researchers should consult the primary literature for any available in vivo data.
ADME/Pharmacokinetics
Pharmacokinetic properties of 3-azidopropylamine are not extensively documented. As a small molecule (molecular weight ~100 g/mol) with an azide group, it is expected to be rapidly absorbed and distributed if administered systemically. However, its reactivity and potential toxicity may limit its use in pharmacokinetic studies. The compound is primarily used as a chemical reagent rather than a therapeutic agent, and its pharmacokinetic properties are not typically characterized. Researchers should consult the primary literature for any available data. The compound is intended for research use only.
Toxicity/Toxicokinetics
The toxicological profile of 3-azidopropylamine is not extensively characterized. As an azide-containing compound, it may have potential for toxicity due to the reactivity of the azide group. Azides can be toxic and may cause adverse effects if ingested, inhaled, or absorbed through the skin. The compound should be handled with appropriate safety precautions. Comprehensive toxicity studies including acute, subchronic, and chronic toxicity assessments are limited. The compound is intended for research use only and not for human therapeutic applications. Researchers should follow standard laboratory safety practices when handling 3-azidopropylamine, including the use of appropriate personal protective equipment and working in a fume hood.
References

[1]. Cationic dendronization of amylose via click chemistry for complexation and transfection of plasmid DNA. Int J Biol Macromol. 2015 Aug;79:209-16.

Additional Infomation
3-Azidopropylamine is a valuable research tool for click chemistry, bioconjugation, and DNA delivery applications. Its azide group enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, a versatile method for creating bioconjugates and functionalized materials. The compound is used for complexation and transfection of plasmid DNA, making it relevant for gene delivery and nucleic acid research. Its reaction with potato starch provides a method for creating biocompatible materials for DNA delivery. The compound's amine group provides additional functionality for further derivatization. 3-Azidopropylamine is also used in materials science for creating functionalized surfaces and polymers.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H8N4
Molecular Weight
100.12
Exact Mass
100.075
CAS #
88192-19-2
PubChem CID
150110
Appearance
Colorless to light yellow liquid
Density
1.020 g/cm3
Boiling Point
50 °C/15 mmHg
Flash Point
60 °C
Index of Refraction
1.46
LogP
0.798
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
7
Complexity
73
Defined Atom Stereocenter Count
0
SMILES
[N-]=[N+]=NCCCN
InChi Key
OYBOVXXFJYJYPC-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H8N4/c4-2-1-3-6-7-5/h1-4H2
Chemical Name
3-azidopropan-1-amine
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 (998.80 mM)
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 : PEG300Tween 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 : PEG300Tween 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 9.9880 mL 49.9401 mL 99.8801 mL
5 mM 1.9976 mL 9.9880 mL 19.9760 mL
10 mM 0.9988 mL 4.9940 mL 9.9880 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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