6-Azido-hexylamine |
Katalog-Nr.GC65688
One-Click Copy Product Info
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6-Azidohexylamin ist ein spaltbarer ADC-Linker, der bei der Synthese von AntikÖrper-Wirkstoff-Konjugaten (ADCs) verwendet wird.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 349553-73-7
Sample solution is provided at 25 µL, 10mM.
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6-Azido-hexylamine is a compound widely used in organic synthesis and chemical biology, capable of efficiently forming stable covalent linkages with molecules containing groups such as alkynes, DBCO, or BCN through click chemistry. 6-Azido-hexylamine is a cleavable antibody-drug conjugate (ADC) linker that can be used in the synthesis of antibody-drug conjugates. It enables the specific conjugation of antibodies to cytotoxic molecules via click chemistry, thereby facilitating the development of targeted drug delivery systems[1-2].
References:
[1] Beck A, Goetsch L, Dumontet C, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337.
[2] Köhn M, Gutierrez-Rodriguez M, Jonkheijm P, et al. A microarray strategy for mapping the substrate specificity of protein tyrosine phosphatase. Angew Chem Int Ed Engl. 2007;46(40):7700-3.
Application of 6-Azido-hexylamine in the Synthesis of 6-azidohexylguanidine
This experimental protocol is compiled based on research content and is for reference only. Please adjust according to actual needs.
(1) Reagent Preparation: 6-Azido-hexylamine as the starting material; H-pyrazole-1-carboxamidine hydrochloride as the guanidinylation reagent; N,N-Diisopropylethylamine (DIEA) as the base; anhydrous dimethylformamide (DMF) as the solvent; ether as the precipitating agent. All reagents should be dried before use. It is recommended to store 6-Azido-hexylamine protected from light.
(2) Reaction Mixture Preparation: Dissolve 6-Azido-hexylamine (10mmol), H-pyrazole-1-carboxamidine hydrochloride (1.47g, 10mmol), and DIEA (1.74mL, 10mmol) in anhydrous DMF (15mL) under an inert atmosphere (e.g., nitrogen) and mix thoroughly.
(3) Reaction Process: The reaction mixture is allowed to stir at room temperature for approximately 12 hours (typically overnight). During this period, the reaction progress is monitored by techniques such as thin-layer chromatography (TLC) or nuclear magnetic resonance (NMR) spectroscopy, confirming the complete consumption of the starting material, 6-Azido-hexylamine
(4) Work-up and Isolation: Upon completion of the reaction, the crude product is precipitated by the addition of diethyl ether (150mL). The resulting solid is collected by filtration, thoroughly washed with several portions of cold ether to remove soluble impurities, and then dried under vacuum. This procedure affords 6-azidohexylguanidine as a yellow liquid.
Precautions:
(1) This method is effective for converting 6-Azido-hexylamine to its guanidine derivative. The reaction must be carried out under anhydrous conditions to ensure successful conversion and minimize side products.
(2) Handle 6-Azido-hexylamine with extreme caution. The azide functional group is thermally and shock sensitive, presenting an explosion risk. Never expose the compound to heat sources, open flames, or physical impact.
(3) For your safety and health, please wear a lab coat and disposable gloves during operation.
References:
[1] Zhang R, Zheng N, Song Z, et al. The effect of side-chain functionality and hydrophobicity on the gene delivery capabilities of cationic helical polypeptides. Biomaterials. 2014 Mar;35(10):3443-54.
| Cas No. | 349553-73-7 | SDF | |
| Formula | C6H14N4 | M.Wt | 142.2 |
| Löslichkeit | Storage | -20°C, protect from light | |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 7.0323 mL | 35.1617 mL | 70.3235 mL |
| 5 mM | 1.4065 mL | 7.0323 mL | 14.0647 mL |
| 10 mM | 703.2 μL | 3.5162 mL | 7.0323 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >98.00% Appearance: A liquid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)