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12-Amino-1-dodecanol

12-Amino-1-dodecyl alcohol is a PROTAC linker that can be used to synthesize PROTAC molecules.
12-Amino-1-dodecanol
12-Amino-1-dodecanol Chemical Structure CAS No.: 67107-87-3
Product category: PROTAC Linkers
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
12-Amino-1-dodecanol is a PROTAC linker that can be used to synthesize PROTAC molecules.
12-Amino-1-dodecanol (CAS# 67107-87-3) is a PROTAC linker with molecular formula C12H27NO and molecular weight 201.35 g/mol. This compound features a 12-carbon linear alkyl chain with a primary amine at one end and a primary alcohol at the other. It appears as a white to almost white powder or crystalline solid with a melting point of 79-83degC. The compound has a density of 0.9+/-0.1 g/cm3 and a boiling point of 303.6+/-15.0 degC at 760 mmHg. This amino alcohol serves as a bifunctional building block for PROTAC synthesis, providing a long, flexible 12-carbon spacer.
Biological Activity I Assay Protocols (From Reference)
Targets
As a PROTAC linker, 12-Amino-1-dodecanol does not have direct biological targets. Its role is to serve as a chemical building block for the synthesis of PROTAC molecules. The primary amine and primary alcohol provide orthogonal functional groups for selective conjugation to target protein ligands and E3 ubiquitin ligase ligands. The 12-carbon alkyl chain provides an extended, flexible spacer length. According to reported literature, ideal linker lengths for PROTACs range from 12 to over 20 carbons, making this dodecyl chain well-suited for optimal PROTAC activity and ternary complex formation.
ln Vitro
PROTAC contains two distinct ligands linked by a single linker: one is the ligand for the E109 ubiquitin ligase, and the other is the ligand for the target protein. PROTAC utilizes the intracellular ubiquitin-proteasome system to selectively degrade the target protein.
This compound does not have direct in vitro biological activity as it is a chemical linker. In PROTAC development, the compound is first selectively functionalized at the alcohol and amine groups to attach target protein ligands and E3 ligase ligands. The resulting PROTAC is then evaluated in cellular assays for target protein degradation. The long, flexible 12-carbon linker allows the PROTAC to reach across the ternary complex interface and effectively position the target protein and E3 ligase for ubiquitination.
ln Vivo
No direct in vivo activity has been reported for 12-Amino-1-dodecanol alone. For PROTACs synthesized using this long-chain alkyl linker, in vivo efficacy is evaluated in xenograft mouse models. The 12-carbon alkyl chain provides optimal flexibility and length for ternary complex formation in the crowded cellular environment, potentially enhancing degradation potency and selectivity. PROTACs with this linker are administered via intraperitoneal or intravenous injection, and target protein degradation in tumor tissues is assessed by western blotting.
Enzyme Assay
No specific enzyme/receptor binding protocols have been established for this compound. Standard synthetic protocols for using 12-Amino-1-dodecanol in PROTAC synthesis involve selective conjugation at the amine and alcohol groups. The primary alcohol can be activated via conversion to a tosylate or mesylate for nucleophilic substitution, or oxidized to an aldehyde or carboxylic acid for reductive amination or amide coupling. The primary amine can be reacted with carboxylic acids using amide coupling reagents such as HATU, EDC, or DCC. Alternatively, the amine can be protected (e.g., with Boc or Fmoc) to allow selective functionalization of the alcohol first, followed by deprotection and conjugation at the amine. Products are purified by column chromatography or preparative HPLC.
Cell Assay
12-Amino-1-dodecanol is not evaluated in cellular assays directly. For cellular evaluation of PROTACs synthesized using this long-chain alkyl linker, standard protocols involve culturing cancer cell lines (e.g., HEK293, HeLa, MCF-7) in DMEM or RPMI-1640 with 10% FBS at 37degC in 5% CO2. Cells are seeded in 12- or 96-well plates at appropriate densities and allowed to attach overnight. PROTAC is added at concentrations ranging from 0.1 nM to 10 uM for 4-72 hours. Target protein degradation is assessed by western blotting of cell lysates using specific primary antibodies. Cell viability is measured using MTT or CellTiter-Glo assays. All conditions are tested in triplicate for statistical reliability.
Animal Protocol
For in vivo studies using PROTACs synthesized with 12-Amino-1-dodecanol, standard animal protocols involve xenograft models in immunodeficient mice (nude or NSG mice, 6-8 weeks old, 18-22 g). Approximately 5×10⁶ cancer cells are injected subcutaneously. When tumors reach ~150-200 mm3, mice are randomized into treatment groups (n=5-10 per group). PROTAC is administered intraperitoneally at doses of 1-50 mg/kg in formulation vehicles such as 10% DMSO, 40% PEG300, 5% Tween 80, 45% saline. Tumor volumes are measured every 2-3 days using digital calipers. Body weights are monitored as a toxicity indicator. At study termination, tumors are excised, weighed, and processed for target protein analysis by western blotting. Blood may be collected for pharmacokinetic analysis.
ADME/Pharmacokinetics
No direct pharmacokinetic studies have been published for 12-Amino-1-dodecanol. Computed properties include molecular formula C12H27NO, molecular weight 201.35 g/mol. The compound has a predicted logP of approximately 3.0-3.5, indicating high lipophilicity due to the long 12-carbon alkyl chain. This high lipophilicity can enhance membrane permeability but may also lead to poor aqueous solubility. For PROTACs incorporating this linker, the pharmacokinetic properties are determined by the overall structure of the complete PROTAC molecule. The 12-carbon linker length is within the reported optimal range of 12 to over 20 carbons for PROTAC activity.
Toxicity/Toxicokinetics
According to safety data sheets, 12-Amino-1-dodecanol should be handled with standard laboratory precautions. The compound may cause skin and eye irritation. It should be stored at room temperature in a cool, dry, dark place (recommended <15degC). Avoid inhalation, ingestion, and contact with skin and eyes. Wear protective gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood. The compound is for research use only and not for human therapeutic applications.
Additional Infomation
12-Amino-1-dodecanol is a PROTAC linker featuring a 12-carbon linear alkyl chain with orthogonal amino and alcohol functional groups. This linker is also known as 12-aminododecan-1-ol. The 12-carbon chain length is within the reported optimal linker length range for PROTACs (12 to over 20 carbons), providing the flexibility and reach necessary for effective ternary complex formation between the target protein, PROTAC, and E3 ubiquitin ligase. The orthogonal functionalities allow for modular assembly of PROTACs through selective conjugation chemistries. This product is used in PROTAC research for targeted protein degradation and is for research use only with no approved clinical applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H27NO
Molecular Weight
201.35
Exact Mass
201.209
CAS #
67107-87-3
PubChem CID
5182020
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
2
Rotatable Bond Count
11
Heavy Atom Count
14
Complexity
96.3
Defined Atom Stereocenter Count
0
SMILES
C(CCCCCCO)CCCCCN
InChi Key
IIWXYWWVCBRBCJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H27NO/c13-11-9-7-5-3-1-2-4-6-8-10-12-14/h14H,1-13H2
Chemical Name
12-aminododecan-1-ol
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)
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 : 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 4.9665 mL 24.8324 mL 49.6648 mL
5 mM 0.9933 mL 4.9665 mL 9.9330 mL
10 mM 0.4966 mL 2.4832 mL 4.9665 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:

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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)
  • 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:
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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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