| Size | Price | Stock | Qty |
|---|---|---|---|
| 100mg |
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| Other Sizes |
| Targets |
3-(2-Bromoacetamido)propanoic acid does not have a specific pharmacological target but is used as a chemical linker in PROTAC synthesis. The bromoacetamide group can react with thiol groups (such as cysteine residues) to form thioether bonds. The carboxylic acid group can be activated for amide bond formation with amines. As a linker, it enables the conjugation of a target protein ligand and an E3 ubiquitin ligase ligand in PROTAC molecules.
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| ln Vitro |
Two distinct ligands, one for the E3 ubiquitin ligase and the other for the target protein, are present in PROTAC and are joined by a linker. PROTAC selectively degrades target proteins by means of the intracellular ubiquitin-proteasome system [1]. ADC is made up of antibodies that are connected to ADC cytotoxins by an ADC linker [2].
In vitro, 3-(2-bromoacetamido)propanoic acid is used as a linker for PROTAC synthesis. The bromoacetamide group provides an optimized intermediate reaction rate under mild, physiological conditions. The compound's ability to form thioether bonds with cysteine residues has been characterized. It is also known as N-Bromoacetyl-β-alanine and is used as a bifunctional alkyl chain linker. |
| ln Vivo |
In vivo, 3-(2-bromoacetamido)propanoic acid is not used as a therapeutic agent but is used as a research compound for the synthesis of PROTAC protein degraders. The compound itself is not intended for in vivo administration; rather, it is used to synthesize larger molecules that may have therapeutic applications. Its primary applications are in chemical synthesis and drug discovery research.
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| Enzyme Assay |
In non-cell-based biochemical assays, 3-(2-bromoacetamido)propanoic acid is evaluated using standard analytical methods. Its purity is assessed using HPLC (>97%). Its chemical properties, including the bromoacetamide and carboxylic acid functional groups, are characterized using NMR and mass spectrometry. The compound's ability to form thioether bonds with thiol-containing compounds is assessed using model reactions. Its role as a PROTAC linker is evaluated in the synthesis of PROTAC molecules.
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| Cell Assay |
In vitro cellular assays for 3-(2-bromoacetamido)propanoic acid are not commonly performed, as the compound is a linker used in chemical synthesis rather than a bioactive compound. When evaluated, its cytotoxicity and effects on cellular proteins may be assessed in the context of PROTAC molecules synthesized using this linker. However, specific cellular assay data for the linker itself are limited in publicly available sources.
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| Animal Protocol |
In vivo animal studies for 3-(2-bromoacetamido)propanoic acid have not been extensively reported, as the compound is primarily used as a chemical intermediate and PROTAC linker. When studied, it may be administered to animals to assess the pharmacokinetics and efficacy of PROTAC molecules synthesized using this linker. However, specific protocols and data are limited in publicly available sources.
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| ADME/Pharmacokinetics |
3-(2-Bromoacetamido)propanoic acid has a molecular weight of 210.03 and a molecular formula of C5H8BrNO3. It is a bifunctional alkyl chain linker with a terminal bromoacetamide and a carboxylic acid. The compound is an alkyl chain linker for PROTAC protein degraders. Powder should be stored at -20°C for 3 years or 4°C for 2 years; in solvent, at -80°C for 6 months or -20°C for 1 month.
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| Toxicity/Toxicokinetics |
As a research compound and chemical intermediate, 3-(2-bromoacetamido)propanoic acid is not intended for human use and should be handled with appropriate safety precautions. The compound contains a bromide group, which is a good leaving group for nucleophilic substitution reactions. It should be stored and handled in accordance with standard laboratory safety guidelines.
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| References | |
| Additional Infomation |
3-(2-Bromoacetamido)propanoic acid (N-Bromoacetyl-β-alanine, BAPA) is a bifunctional alkyl chain linker featuring a terminal bromoacetamide and a carboxylic acid. It is an alkyl chain linker for PROTAC (Proteolysis Targeting Chimera) protein degraders. The compound provides an optimized intermediate reaction rate under mild, physiological conditions. It is not an approved drug and is intended for research use only.
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| Molecular Formula |
C5H8BRNO3
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|---|---|
| Molecular Weight |
210.03
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| Exact Mass |
208.969
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| CAS # |
89520-11-6
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| PubChem CID |
15288904
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.682g/cm3
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| Boiling Point |
433.4ºC at 760 mmHg
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| Flash Point |
215.9ºC
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| Index of Refraction |
1.523
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| LogP |
0.812
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
10
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| Complexity |
137
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C(CNC(=O)CBr)C(=O)O
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| InChi Key |
ULKDIPSSLZFIQU-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C5H8BrNO3/c6-3-4(8)7-2-1-5(9)10/h1-3H2,(H,7,8)(H,9,10)
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| Chemical Name |
3-(2-bromoacetamido)propanoic acid
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| Synonyms |
3-(2-bromoacetamido)propanoic acid UUN-20116 UUN 20116UUN20116
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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 : ~62.5 mg/mL (~297.58 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (9.90 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 20.8 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: ≥ 2.08 mg/mL (9.90 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 20.8 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. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (9.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.7612 mL | 23.8061 mL | 47.6122 mL | |
| 5 mM | 0.9522 mL | 4.7612 mL | 9.5224 mL | |
| 10 mM | 0.4761 mL | 2.3806 mL | 4.7612 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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