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BrCH2CONH-PEG8-NHS ester

  CAS No.: 1283658-79-6   Cat No.: BADC-00578   Purity: ≥95% 4.5  

BrCH2CONH-PEG8-NHS ester is a PEG linker containing a bromide group and an NHS ester. The hydrophilic PEG spacer increases solubility in aqueous media. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules.

BrCH2CONH-PEG8-NHS ester

Structure of 1283658-79-6

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ADC Linker
Molecular Formula
C25H43BrN2O13
Molecular Weight
659.52
Shipping
Room temperature
Shipping
Store at 2-8°C

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Synonyms
Bromoacetamido-PEG8-C2-NHS ester; Bromoacetamido-PEG8-NHS ester; 2,5-dioxopyrrolidin-1-yl 1-bromo-2-oxo-6,9,12,15,18,21,24,27-octaoxa-3-azatriacontan-30-oate; NHS-PEG8-amide-Br; 4,7,10,13,16,19,22,25-Octaoxa-28-azatriacontanoic acid, 30-bromo-29-oxo-, 2,5-dioxo-1-pyrrolidinyl ester; 2-Bromo-N-{27-[(2,5-dioxo-1-pyrrolidinyl)oxy]-27-oxo-3,6,9,12,15,18,21,24-octaoxaheptacos-1-yl}acetamide; Acetamide, 2-bromo-N-[27-[(2,5-dioxo-1-pyrrolidinyl)oxy]-27-oxo-3,6,9,12,15,18,21,24-octaoxaheptacos-1-yl]-
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CBr
InChI
InChI=1S/C25H43BrN2O13/c26-21-22(29)27-4-6-34-8-10-36-12-14-38-16-18-40-20-19-39-17-15-37-13-11-35-9-7-33-5-3-25(32)41-28-23(30)1-2-24(28)31/h1-21H2,(H,27,29)
InChIKey
PXFSSISNLVSUTA-UHFFFAOYSA-N
Density
1.4±0.1 g/cm3
Appearance
Pale Yellow Oily Matter
Shipping
Room temperature
Storage
Store at 2-8°C

BrCH2CONH-PEG8-NHS ester, a functionalized polyethylene glycol (PEG) derivative, finds wide-ranging applications in bioconjugation and material science. Here are four key applications of BrCH2CONH-PEG8-NHS ester:

Protein Labeling: Renowned for its utility in labeling proteins with fluorescent dyes and other markers, BrCH2CONH-PEG8-NHS ester plays a pivotal role in bioconjugation. The NHS ester group within this compound reacts deftly with amino groups on proteins, allowing for the attachment of diverse functional molecules. This capability not only enables the probing of protein localization, interactions, and dynamics within biological systems but also opens avenues for innovative research methodologies.

Drug Delivery Systems: Positioned at the forefront of advanced drug delivery system design, BrCH2CONH-PEG8-NHS ester facilitates the conjugation of therapeutic agents to PEG chains, enhancing drug solubility, stability, and bioavailability. This strategic approach holds promise for improving the therapeutic index of drugs while mitigating off-target effects.

Surface Functionalization: Serving as a key player in the functionalization of surfaces on nanoparticles, micelles, and various materials for biomedical applications, BrCH2CONH-PEG8-NHS ester offers a unique PEGylation mechanism that enhances biocompatibility and circulation longevity. This attribute is instrumental in reducing nonspecific binding and immune clearance, thus underscoring the compound’s significance in enhancing the performance and applicability of biomedical materials.

Biosensor Development: In the realm of biosensor fabrication, BrCH2CONH-PEG8-NHS ester emerges as a vital component for immobilizing biomolecules onto sensor surfaces. The flexible PEG linker endowed by this compound allows for optimal spacing and interaction of immobilized biomolecules with target analytes. This precision in molecular arrangement elevates the sensitivity and specificity of biosensors, rendering them more reliable tools for diagnostic applications.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: DBCO-Peg4-VC-PAB-MMAE | Methotrexate monohydrate | Propargyl-PEG4-Br | PROTAC BRD4 Degrader-10 | m-PEG10-COOH | 2,5-Dioxopyrrolidin-1-yl 3-((3-((3-(trityloxy)propanoyl)oxy)propanoyl)oxy)propanoate | 2,5-Dioxopyrrolidin-1-Yl 1-Bromo-3-Methyl-2-Oxo-6,9,12,15-Tetraoxa-3-Azaoctadecan-18-Oate | 2,5-dioxopyrrolidin-1-yl 2-(dimethylamino)-4-(pyridin-2-yldisulfanyl)butanoate | DBCO-C6-NHS ester | BrCH2CONH-PEG8-NHS ester
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