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1,11-bis-Maleimidotetraethyleneglycol

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Category Mal-PEGn-Mal
Catalog NO. BPG-3584
Product Name 1,11-bis-Maleimidotetraethyleneglycol
CAS 86099-06-1
Molecular Formula C16H20N2O7
Molecular Weight 352.34
1,11-bis-Maleimidotetraethyleneglycol
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Product Information

Description 1,11-bis-Maleimidotetraethyleneglycol is a homobifunctional sulfhydryl-reactive crosslinker for polypeptide or small molecule conjugation.
Synonyms Mal-PEG3-Mal; 1,1'-[Oxybis(2,1-ethanediyloxy-2,1-ethanediyl)]bis-1H-pyrrole-2,5-dione; 1,11-Bis(maleimido)-3,6,9-trioxaundecane; N,N'-3,6,9-Trioxadecane-1,11-bismaleimide; BM-PEG3; 1,23-Bis(maleimido)heptaethyleneglycol; N,N'-(3,6,9-Trioxaundecane-1,11-diyl)bis(maleimide); 1H-Pyrrole-2,5-dione, 1,1'-[oxybis(2,1-ethanediyloxy-2,1-ethanediyl)]bis-
IUPAC Name 1-[2-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]ethyl]pyrrole-2,5-dione
Canonical SMILES C1=CC(=O)N(C1=O)CCOCCOCCOCCN2C(=O)C=CC2=O
InChI InChI=1S/C16H20N2O7/c19-13-1-2-14(20)17(13)5-7-23-9-11-25-12-10-24-8-6-18-15(21)3-4-16(18)22/h1-4H,5-12H2
InChIKey OYRSKXCXEFLTEY-UHFFFAOYSA-N
Boiling Point 526.9±45.0°C (Predicted)
Melting Point 59-65°C
Purity ≥95%
Density 1.335±0.06 g/cm3 (Predicted)
Solubility Soluble in Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Appearance Light Yellow or White Solid
Application A sulfhydryl reactive homobifunctional reagent for polypeptide or small molecule conjugation.
Storage Store at -20°C under inert atmosphere

1,11-bis-Maleimidotetraethyleneglycol, a versatile cross-linking agent with wide-ranging applications in bioscience and biochemistry. Here are four key applications, presented with high perplexity and burstiness:

Protein Conjugation: This compound plays a crucial role in the synthesis of protein conjugates, joining enzymes, antibodies, or other proteins together or to various surfaces. The maleimide groups react selectively with thiol groups on cysteine residues to form stable thioether bonds. This specificity enables the creation of precise chemical linkages within intricate biological systems, enhancing our understanding of complex molecular interactions.

Drug Delivery Systems: Within the realm of pharmaceutical research, 1,11-bis-Maleimidotetraethyleneglycol serves as a cornerstone for designing targeted drug delivery systems. By conjugating therapeutic agents to targeting moieties, such as antibodies, through this linker, researchers develop drug conjugates that specifically target cells or tissues. This targeted delivery approach not only boosts treatment effectiveness but also minimizes adverse side effects, revolutionizing drug delivery mechanisms.

Biomaterials Science: This cross-linker stands out as a key player in the advancement of hydrogels and other biomaterials utilized in tissue engineering and regenerative medicine. Its capacity to create stable linkages is instrumental in tailoring scaffolds with ideal mechanical and biochemical characteristics. These engineered biomaterials provide crucial support for cell growth and differentiation, promoting tissue repair and regeneration in a highly controlled and precise manner.

Diagnostic Assays: In the domain of biosensors and diagnostic assays, 1,11-bis-Maleimidotetraethyleneglycol serves as a linchpin for the development of highly sensitive and specific detection systems. By attaching recognition elements, such as antibodies or aptamers, to sensor surfaces through this linker, researchers can craft highly accurate biosensors. These assays play a pivotal role in rapidly and accurately detecting biomolecules in clinical diagnostics and research settings, driving advancements in medical diagnostics and treatment strategies.

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