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| Other Sizes |
| Targets |
As an alkyl chain-based PROTAC linker, Boc-NH-C4-Br does not have a specific biological target itself but serves as a structural component in PROTAC molecules. The alkyl chain linker is used to connect the E3 ubiquitin ligase ligand to the target protein ligand in PROTAC design. In this context, one ligand binds to an E3 ubiquitin ligase and the other binds to the target protein; these two ligands are joined by the linker to form PROTACs. The intracellular ubiquitin-proteasome system is then utilized by PROTACs to specifically destroy target proteins.
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| ln Vitro |
One ligand is for an E3 ubiquitin ligase, and the other is for the target protein; these two ligands are joined by a linker to form PROTACs. The intracellular ubiquitin-proteasome system is utilized by PROTACs to specifically destroy target proteins[1].
Boc-NH-C4-Br functions as a linker component in in vitro PROTAC synthesis. The butyl chain provides appropriate length and hydrophobicity for the formation of the ternary complex between the target protein, PROTAC, and E3 ligase. The bromine terminus allows for nucleophilic substitution reactions with various nucleophilic groups (e.g., thiols, amines) on target ligands. The Boc-protected amine can be selectively deprotected under acidic conditions to reveal a free amine for further conjugation. In vitro studies typically involve conjugation of this linker to various ligands to evaluate its effectiveness in facilitating protein degradation. |
| ln Vivo |
In vivo activity data for Boc-NH-C4-Br as a standalone compound are not reported, as it is utilized as a synthetic linker rather than as a therapeutic agent. The in vivo efficacy of PROTAC molecules incorporating this alkyl linker would depend on the specific target protein ligand and the overall pharmacokinetic properties of the complete PROTAC construct. As a hydrophobic alkyl-based linker, it may contribute to the overall lipophilicity and membrane permeability of the complete PROTAC molecule.
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| Enzyme Assay |
In vitro enzyme/receptor binding assays for Boc-NH-C4-Br typically involve conjugation studies rather than direct binding measurements. The bromine terminus can be used to conjugate the linker to various nucleophilic groups, and binding efficiency can be assessed by measuring the degree of conjugation using techniques such as NMR spectroscopy, mass spectrometry, or HPLC. Surface plasmon resonance (SPR) may be employed to evaluate the binding of PROTAC molecules containing this linker to their targets. The Boc protecting group allows for selective deprotection and stepwise conjugation strategies.
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| Cell Assay |
In vitro cell-based assays using Boc-NH-C4-Br typically involve its incorporation into PROTAC molecules, followed by evaluation in cell culture systems. Cells are treated with PROTACs containing this alkyl linker, and target protein degradation is measured by Western blotting or immunofluorescence. Dose-response experiments are performed to determine optimal concentrations for degradation studies. The alkyl linker provides appropriate hydrophobicity for cell membrane penetration.
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| Animal Protocol |
In vivo animal studies using Boc-NH-C4-Br are conducted as part of the evaluation of complete PROTAC molecules that incorporate this alkyl linker. Typical protocols involve administering PROTAC constructs to animal models, followed by assessment of pharmacokinetics, biodistribution, or efficacy. The alkyl linker may influence the pharmacokinetic profile by modulating lipophilicity and membrane permeability. Dosing regimens vary depending on the specific construct being evaluated and the disease model under study.
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| ADME/Pharmacokinetics |
As a linker rather than a therapeutic drug, comprehensive pharmacokinetic data for Boc-NH-C4-Br alone are not available. The physicochemical properties include a molecular formula of C9H18BrNO2, molecular weight of 252.15, and a LogP of 2.78, indicating moderate lipophilicity. The compound appears as a white to off-white powder below 30°C and as a liquid above 32°C. It is soluble in DMSO at approximately 100 mg/mL (~396.59 mM). The compound should be stored at -20°C as a powder for up to 3 years or at 4°C for up to 2 years.
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| Toxicity/Toxicokinetics |
The toxicity profile of Boc-NH-C4-Br as an individual compound is not extensively characterized, as it is primarily used as a research reagent and synthetic linker. The compound is intended for research use only and is not approved for therapeutic use in humans. Standard laboratory safety practices, including the use of personal protective equipment and handling in a fume hood, are recommended.
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| References | |
| Additional Infomation |
Boc-NH-C4-Br (CAS 164365-88-2) has a molecular formula of C9H18BrNO2 and a molecular weight of 252.15. The IUPAC name is tert-butyl N-(4-bromobutyl)carbamate. The compound has a purity of ≥95%. It is part of the alkyl chain category of PROTAC linkers and is used in PROTAC synthesis for targeted protein degradation research. The compound should be stored at -20°C, sealed and protected from moisture.
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| Molecular Formula |
C9H18BRNO2
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| Molecular Weight |
252.15
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| Exact Mass |
251.052
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| CAS # |
164365-88-2
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| PubChem CID |
10868765
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| Appearance |
White to off-white <30°C powder,>32°C liquid
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
308.8±25.0 °C at 760 mmHg
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| Flash Point |
140.5±23.2 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.473
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| LogP |
2.78
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
13
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| Complexity |
154
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CC(C)(C)OC(=O)NCCCCBr
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| InChi Key |
GKGFAEREWWZBKY-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C9H18BrNO2/c1-9(2,3)13-8(12)11-7-5-4-6-10/h4-7H2,1-3H3,(H,11,12)
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| Chemical Name |
tert-butyl N-(4-bromobutyl)carbamate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO :~100 mg/mL (~396.59 mM )
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.9659 mL | 19.8295 mL | 39.6589 mL | |
| 5 mM | 0.7932 mL | 3.9659 mL | 7.9318 mL | |
| 10 mM | 0.3966 mL | 1.9829 mL | 3.9659 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.
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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