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E3 ligase Ligand 12

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E3 ligase Ligand 12 Basic information

Product Name:
E3 ligase Ligand 12
Synonyms:
  • cIAP1 ligand 1
  • E3 ligase Ligand 12
  • tert-Butyl ((S)-1-(((S)-1-cyclohexyl-2-((S)-2-(4-(3-hydroxybenzoyl)thiazol-2-yl)pyrrolidin-1-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)(methyl)carbamate
  • Carbamic acid, N-[(1S)-2-[[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(3-hydroxybenzoyl)-2-thiazolyl]-1-pyrrolidinyl]-2-oxoethyl]amino]-1-methyl-2-oxoethyl]-N-methyl-, 1,1-dimethylethyl ester
  • (S)-2-[Boc(methyl)amino]-N-[(S)-1-cyclohexyl-2-[(S)-2-[4-(3-hydroxybenzoyl)-2-thiazolyl]-1-pyrrolidinyl]-2-oxoethyl]propanamide
  • tert-butyl N-[(1S)-1-{[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(3-hydroxybenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl}ethyl]-N-methylcarbamate
CAS:
2095244-42-9
MF:
C31H42N4O6S
MW:
598.75
Mol File:
2095244-42-9.mol
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E3 ligase Ligand 12 Chemical Properties

Boiling point:
805.4±65.0 °C(Predicted)
Density 
1.245±0.06 g/cm3(Predicted)
solubility 
DMSO:100.0(Max Conc. mg/mL);167.01(Max Conc. mM)
form 
Solid
pka
8.78±0.10(Predicted)
color 
White to off-white
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E3 ligase Ligand 12 Usage And Synthesis

Description

LCL-161-phenol is a functionalized IAP ligand for PROTACs.

in vitro

Through derivatization of the SNIPER(AR) molecule at the AR ligand and IAP ligand and linker, this study developed 42a (SNIPER(AR)-51), which shows effective protein knockdown activity against AR. Consistent with the degradation of the AR protein, 42a inhibits AR-mediated gene expression and proliferation of androgen-dependent prostate cancer cells. In addition, 42a efficiently induces caspase activation and apoptosis in prostate cancer cells, which was not observed in the cells treated with AR antagonists._x000D_ _x000D_ Reference: J Med Chem. 2018 Jan 25;61(2):543-575. https://pubmed.ncbi.nlm.nih.gov/28594553/

in vivo

This study recently developed a protein knockdown system based on hybrid small molecule SNIPERs (Specific and Nongenetic IAP-dependent Protein Erasers) that recruit inhibitor of the apoptosis protein (IAP) ubiquitin ligases to specifically degrade targeted proteins. By incorporating a high affinity IAP ligand, this study developed a novel SNIPER against estrogen receptor α (ERα), SNIPER(ER)-87, that has a potent protein knockdown activity. The SNIPER(ER) reduced ERα levels in tumor xenografts and suppressed the growth of ERα-positive breast tumors in mice._x000D_ _x000D_ Reference: J Biol Chem. 2017 Mar 17;292(11):4556-4570. https://pubmed.ncbi.nlm.nih.gov/28154167/

target

cIAP1 ligand 1 is the LCL161 derivative based IAP ligand. cIAP1 ligand 1 can be connected to the ABL ligand for protein by a linker to form SNIPER.

storage

Store at -20°C

E3 ligase Ligand 12Supplier

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