Tris-(2-maleimidoethyl)amine

 CAS No.: 139112-38-2  Cat No.: BP-900086  Purity: ≥ 98% 4.5  

Tris-(2-maleimidoethyl)amine is a potent molecular glue that facilitates targeted protein degradation by engaging specific proteins and promoting their ubiquitination and subsequent proteasomal degradation. This compound is characterized by its tri-functional maleimide groups, which enable covalent binding to target proteins through thiol-reactive sites, typically cysteine residues. The strategic design of Tris-(2-maleimidoethyl)amine allows it to bridge interactions between target proteins and E3 ubiquitin ligases, effectively tagging the former for degradation. This mechanism is pivotal for researchers focusing on the modulation of protein levels within cells, offering a robust tool for dissecting complex biological pathways and validating therapeutic targets. In the realm of targeted protein degradation studies, Tris-(2-maleimidoethyl)amine provides invaluable insights into protein homeostasis and the dynamic regulation of cellular processes. Its application in experimental settings can lead to significant advancements in understanding protein function and the development of novel therapeutic strategies, underscoring its importance in the field of chemical biology and molecular pharmacology.

Tris-(2-maleimidoethyl)amine

Structure of 139112-38-2

Quality
Assurance

Worldwide
Delivery

24/7 Customer
Support
Category
Molecular Glue
Molecular Formula
C18H18N4O6
Molecular Weight
386.36
Appearance
Light yellow solid

* For research and manufacturing use only. Not for human or clinical use.

SizePriceStockQuantity
-- $-- In stock

Looking for different specifications? Click to request a custom quote!

Capabilities & Facilities

  • Comprehensive PROTAC Platform
  • Scientific Expertise & Technical Support
  • Custom Synthesis & Design Service
  • Extensive Product Coverage
  • Cutting-Edge Innovation
  • Fast Delivery & Global Support
  • 24/7 customer service
  • 100% quality assurance
Popular Publications Citing BOC Sciences Products
Purity
≥ 98%
Appearance
Light yellow solid
IUPACName
1-[2-[bis[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]ethyl]pyrrole-2,5-dione
Synonyms
TMEA
Boiling Point
618.3±50.0 °C at 760 mmHg
Density
1.5±0.1 g/cm3
InChI Key
WHEOHCIKAJUSJC-UHFFFAOYSA-N
InChI
InChI=1S/C18H18N4O6/c23-13-1-2-14(24)20(13)10-7-19(8-11-21-15(25)3-4-16(21)26)9-12-22-17(27)5-6-18(22)28/h1-6H,7-12H2
SMILES
C1=CC(=O)N(C1=O)CCN(CCN2C(=O)C=CC2=O)CCN3C(=O)C=CC3=O
Mechanism

E3 Ligase: Tris-(2-maleimidoethyl)amine does not directly recruit classical E3 ligases such as CRBN, VHL, IAP, or MDM2. It functions as a multifunctional crosslinking scaffold that reacts with thiol groups, enabling indirect studies of protein interactions relevant to ubiquitination or E3 ligase-mediated pathways.

Target Protein: This compound targets cysteine residues on proteins via its maleimide groups, allowing covalent conjugation to protein thiols. It is primarily used to assemble multivalent protein complexes or label proteins for mechanistic studies rather than to degrade specific endogenous proteins directly.

Degradation Mechanism: Tris-(2-maleimidoethyl)amine does not inherently induce protein degradation. Any subsequent turnover of conjugated proteins occurs indirectly via the ubiquitin-proteasome system or other endogenous cellular proteolytic pathways, without direct involvement of lysosomal degradation.

Applications

• Molecular Glue Mechanism Exploration: Tris-(2-maleimidoethyl)amine serves as a pivotal tool in exploring the molecular glue mechanism by facilitating the recruitment of E3 ligases to target proteins. This application enhances the understanding of protein-protein interactions and the structural requirements necessary for effective targeted protein degradation.

• Targeted Protein Degradation Studies: Utilize Tris-(2-maleimidoethyl)amine in targeted protein degradation studies to investigate the selective modulation of protein stability. It aids researchers in deciphering the molecular pathways involved in protein ubiquitination and subsequent proteasomal degradation, offering insights into cellular protein homeostasis.

• Protein-Protein Interaction Modulation: Tris-(2-maleimidoethyl)amine is instrumental in modulating protein-protein interactions, crucial for targeted degradation strategies. By acting as a molecular glue, it enables the stabilization of transient complexes, thereby facilitating the study of dynamic biological processes and the identification of novel therapeutic targets.

• E3 Ligase Recruitment Analysis: Employ Tris-(2-maleimidoethyl)amine for E3 ligase recruitment analysis to better understand the specificity and efficiency of molecular glues in targeted protein degradation. This application supports the design of experiments aimed at unraveling the complexities of ubiquitin-mediated proteolysis.

Stock concentration: *
Desired final volume: *
Desired concentration: *

L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

Related Product Recommendations

BOC Sciences Support

Please contact us with any specific requirements and we will get back to you as soon as possible.


  • Verification code

We invite you to contact us at or through our contact form above for more information about our services and products.

USA
  • International:
  • US & Canada (Toll free):
  • Email:
  • Fax:
Germany
Inquiry Basket