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Can alkenyl oxindoles recruit a new E3 ligase for PROTACs?

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Alkenyl oxindole PROTAC ligands recruit CRL4-DCAF11 to degrade targets like BRD4; lead HL435 reached >99% Dmax with nanomolar DC50 in breast cancer cells.

Source

Alkenyl oxindole is a novel PROTAC moiety that recruits the CRL4DCAF11 E3 ubiquitin ligase complex for targeted protein degradation

Wang Y, Wei T, Zhao M, et al. · PLoS biology · 2024

doi.org/10.1371/journal.pbio.3002550Read the full paper ↗22 citationscc by

What they did

Conjugated alkenyl oxindoles to BRD4 inhibitor JQ1, ran SAR to find degraders, showed UPS-dependent BRD4 loss via CRL4-DCAF11, and tested potent molecule HL435 in cells and a mouse xenograft.

What they found

Alkenyl oxindoles act as novel E3 ligands recruiting CRL4-DCAF11. HL435 achieved Dmax >99% with DC50 11.9 nM (MDA-MB-231) and 21.9 nM (MCF-7), with BRD4 loss within ~1 hour.

The limits

What it doesn't show

Not a clinical trial; human safety, bioavailability, and off-target degradation profiles remain to be established beyond preclinical models.

Key terms

PROTAC
Heterobifunctional degrader linking a target ligand to an E3-recruiting ligand.
E3 ubiquitin ligase
Enzyme complex that tags proteins with ubiquitin for proteasomal destruction.
DCAF11 / CRL4
Cullin-RING ligase substrate receptor engaged by alkenyl oxindoles here.
BRD4
Bromodomain protein targeted via JQ1 conjugates in this study.
DC50
Concentration achieving 50% maximal target degradation.
Alkenyl oxindole
Chemical moiety proposed as a novel E3-recruiting PROTAC handle.

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E3 complex recruited by alkenyl oxindoles:

Common questions

Which E3 complex is recruited?

CRL4-DCAF11.

Lead compound?

HL435.

DC50 in MDA-MB-231?

11.9 nM (Dmax >99%).

Why it matters?

Expands the small set of E3 ligases usable for PROTACs.