N-Succinimidyl bromoacetate
Based on 1 Customer Validation
N-Succinimidyl bromoacetate (NHS-Bromoacetate) is a heterobifunctional crosslinking reagent, mainly used to modify the ɛ-amino group of lysine side chains. By covalently linking its bromoacetyl moiety to the ɛ-amino group of lysine in peptidomimetics, N-Succinimidyl bromoacetate enables their conjugation with thiol-modified nanoparticles via thioether bonds. N-Succinimidyl bromoacetate also performs bromoacetylation modification on carrier proteins, which then forms stable thioether bonds with the thiol groups of cysteine in peptides, thus efficiently preparing soluble peptide-protein conjugates with high substitution ratios. N-Succinimidyl bromoacetate can be used to prepare activated Sepharose derivatives for affinity chromatography, protein affinity labeling reagents, and peptide-protein immunogen conjugates with non-immunogenic linkages. N-Succinimidyl bromoacetate is applicable to studies related to HIV-1 infection and glioblastoma multiforme.
For research use only. We do not sell to patients.
- Purity: 99.20%
- CAS No.: 42014-51-7
- Formula: C6H6BrNO4
- Molecular Weight:236.02
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
N-Succinimidyl bromoacetate serves as a crosslinker to successfully conjugate glioma fusion junction peptides with KLH[1].
N-succinimidyl bromoacetate (9 mmol relative to 26 mmol of free side-chain amines in the peptide polymer; 15 min, room temperature) bromoacetylates 28% of the free side-chain amine groups on the HIV-1MN gp120 C4 domain peptide polymer within 15 minutes at room temperature, without disrupting the α-helical structure of the peptide polymer[2].
N-succinimidyl bromoacetate performs bromoacetylation modification on BLA (60 mg; 3.0 mL buffer), and the protein recovery rate reaches 94% after gel filtration[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:A/J mice (female)[3]
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Dosage:50 μg peptide (as part of N-succinimidyl bromoacetate-prepared conjugate)
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Administration:intradermal; intraperitoneal; primary immunization, then boost after 4 weeks
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Result:Showed comparable immunoreactivity to target peptide, fibrin monomer, and carrier protein as antisera from mice immunized with maleimido-linked conjugate.
Detected no significant immunoreactivity to bromoacetylated KLH.
Chemical Information
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CAS No. 42014-51-7
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Appearance Solid
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Molecular Weight 236.02
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Formula C6H6BrNO4
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Color White to off-white
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SMILES
O=C(CBr)ON1C(CCC1=O)=O
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Synonyms
NHS-Bromoacetate
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 100 mg/mL (423.69 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (277 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Handling Instructions (2659 KB)
References
[1]. Humphrey PA, et al. Anti-synthetic peptide antibody reacting at the fusion junction of deletion-mutant epidermal growth factor receptors in human glioblastoma. Proc Natl Acad Sci U S A. 1990;87(11):4207-4211. [Content Brief]
[3]. Bernatowicz MS, et al. Preparation of peptide-protein immunogens using N-succinimidyl bromoacetate as a heterobifunctional crosslinking reagent. Anal Biochem. 1986;155(1):95-102. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.2369 mL | 21.1846 mL | 42.3693 mL | 105.9232 mL |
| 5 mM | 0.8474 mL | 4.2369 mL | 8.4739 mL | 21.1846 mL | |
| 10 mM | 0.4237 mL | 2.1185 mL | 4.2369 mL | 10.5923 mL | |
| 15 mM | 0.2825 mL | 1.4123 mL | 2.8246 mL | 7.0615 mL | |
| 20 mM | 0.2118 mL | 1.0592 mL | 2.1185 mL | 5.2962 mL | |
| 25 mM | 0.1695 mL | 0.8474 mL | 1.6948 mL | 4.2369 mL | |
| 30 mM | 0.1412 mL | 0.7062 mL | 1.4123 mL | 3.5308 mL | |
| 40 mM | 0.1059 mL | 0.5296 mL | 1.0592 mL | 2.6481 mL | |
| 50 mM | 0.0847 mL | 0.4237 mL | 0.8474 mL | 2.1185 mL | |
| 60 mM | 0.0706 mL | 0.3531 mL | 0.7062 mL | 1.7654 mL | |
| 80 mM | 0.0530 mL | 0.2648 mL | 0.5296 mL | 1.3240 mL | |
| 100 mM | 0.0424 mL | 0.2118 mL | 0.4237 mL | 1.0592 mL |
- N-Succinimidyl bromoacetate
- 42014-51-7
- NHS-Bromoacetate
- Biochemical Assay Reagents
- heterobifunctional crosslinking reagent
- affinity chromatography
- HIV-1MN gp120 C4 domain peptomer
- aluminum oxide nanoparticles
- activated Sepharose derivatives
- carrier proteins
- human immunodeficiency virus type 1
- glioblastoma multiforme
- protein affinity labeling reagents
- lysine side chain ?-amino group
- Inhibitor
- inhibitor
- inhibit