Name: KB02-SLF
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Solubility

Soluble in DMSO

Appearance

Powder

ShelfLife

>3 years if stored properly

Storage

Store at 2-8°C, sealed storage, away from moisture and light

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

[(1R)-1-[3-[3-[2-[2-[[2-[[1-(2-chloroacetyl)-3,4-dihydro-2H-quinolin-6-yl]oxy]acetyl]amino]ethoxy]ethoxy]propanoylamino]phenyl]-3-(3,4-dimethoxyphenyl)propyl] (2S)-1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate

Synonyms

2-Piperidinecarboxylic acid, 1-(3,3-dimethyl-1,2-dioxopentyl)-, (1R)-1-[3-[[3-[2-[2-[[2-[[1-(2-chloroacetyl)-1,2,3,4-tetrahydro-6-quinolinyl]oxy]acetyl]amino]ethoxy]ethoxy]-1-oxopropyl]amino]phenyl]-3-(3,4-dimethoxyphenyl)propyl ester, (2S)-; (1R)-1-(3-{[3-(2-{2-[({[1-(Chloroacetyl)-1,2,3,4-tetrahydro-6-quinolinyl]oxy}acetyl)amino]ethoxy}ethoxy)propanoyl]amino}phenyl)-3-(3,4-dimethoxyphenyl)propyl (2S)-1-(3,3-dimethyl-2-oxopentanoyl)-2-piperidinecarboxylate

Density

1.240±0.06 g/cm3 (Predicted)

Chemical Name

(R)-1-(3-(3-(2-(2-(2-((1-(2-chloroacetyl)-1,2,3,4-tetrahydroquinolin-6-yl)oxy)acetamido)ethoxy)ethoxy)propanamido)phenyl)-3-(3,4-dimethoxyphenyl)propyl (S)-1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate

InChI Key

OKJBKEQXKMMRPL-WVILEFPPSA-N

InChI

InChI=1S/C50H65ClN4O12/c1-6-50(2,3)47(59)48(60)55-23-8-7-14-40(55)49(61)67-41(19-15-34-16-20-42(62-4)43(29-34)63-5)36-11-9-13-37(30-36)53-44(56)21-25-64-27-28-65-26-22-52-45(57)33-66-38-17-18-39-35(31-38)12-10-24-54(39)46(58)32-51/h9,11,13,16-18,20,29-31,40-41H,6-8,10,12,14-15,19,21-28,32-33H2,1-5H3,(H,52,57)(H,53,56)/t40-,41+/m0/s1

SMILES

CCC(C)(C)C(=O)C(=O)N1CCCCC1C(=O)OC(CCC2=CC(=C(C=C2)OC)OC)C3=CC(=CC=C3)NC(=O)CCOCCOCCNC(=O)COC4=CC5=C(C=C4)N(CCC5)C(=O)CCl

Biological Activity

KB02-SLF promotes the loss of FKBP12_NLS across a concentration of ~0.5-5µM, but shows varied reductions in activity at higher concentrations.

Mechanism

E3 Ligase: KB02-SLF recruits the CRL4 CRBN E3 ligase complex, facilitating ubiquitination of target substrates through cereblon engagement.

Target Protein: KB02-SLF selectively targets BRD4, promoting its recognition and ubiquitination by the E3 ligase, leading to proteasomal clearance.

Degradation Mechanism: Degradation occurs via the ubiquitin-proteasome system, where BRD4 is polyubiquitinated and subsequently recognized and processed by the 26S proteasome, resulting in efficient and specific depletion of the protein from the cellular milieu.

Applications

• Molecular Glue-Mediated Ubiquitination: KB02-SLF facilitates the recruitment of E3 ubiquitin ligases to target proteins, promoting their ubiquitination and subsequent proteasomal degradation. This application is crucial for studying protein turnover and understanding the dynamics of protein homeostasis in cellular environments.

• Targeted Protein Degradation in Cancer Research: By leveraging KB02-SLF, researchers can selectively degrade oncogenic proteins, offering insights into cancer cell survival mechanisms. This approach aids in identifying potential therapeutic targets and understanding the molecular pathways involved in tumorigenesis.

• Chemical Biology of Molecular Glues: KB02-SLF serves as a model compound for exploring the chemical properties and binding interactions of molecular glues. This application is valuable for designing new molecular glue agents with enhanced specificity and efficacy for protein degradation.

• Protein-Protein Interaction Modulation: Utilizing KB02-SLF allows researchers to modulate protein-protein interactions, providing a tool to dissect complex signaling pathways. This application is pivotal in elucidating the roles of transient protein complexes in various biological processes.

Stock concentration: *

Desired final volume: *

Desired concentration: *

* 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