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930601

Sigma-Aldrich

VH032-cyclopropane-F

≥95%

Synonym(s):

(S,R,S)-AHPC-cyclopropane-F, (2S,4R)-1-((S)-2-(1-Fluorocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(2-hydroxy-4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide, (2S,4R)-1-[(S)-2-(1-Fluorocyclopropan-1-ylcarbonylamino)-3,3-dimethylbutanoyl]-4-hydroxy-N-[2-hydroxy-4-(4-methylthiazol-5-yl)benzyl]pyrrolidine-2-carboxamide, N-[(1-fluorocyclopropyl)carbonyl]-3-methyl-L-valyl-4-hydroxy-N-[[2-hydroxy-4-(4-methyl-5-thiazolyl)phenyl]methyl]-, (4R)-, L-Prolinamide

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About This Item

Empirical Formula (Hill Notation):
C26H33FN4O5S
CAS Number:
2306193-99-5
Molecular Weight:
532.63
UNSPSC Code:
12352101
NACRES:
NA.22

ligand

VH032

Quality Level

100

Assay

≥95%

form

powder

reaction suitability

reagent type: ligand

functional group

hydroxyl

storage temp.

2-8°C

SMILES string

C([C@@H](NC(=O)C1(F)CC1)[C@@](C)(C)C)(=O)N2[C@H](C(NCC3=C(O)C=C(C=C3)C4=C(C)N=CS4)=O)C[C@@H](O)C2

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Application

VH032-cyclopropane-F is a functionalized von-Hippel-Lindau (VHL) ligand with a terminal hydroxyl group. Allows rapid conjugation with many linkers containing active leaving groups. A basic building block for development of a protein degrader library.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

Other Notes

Targeted Protein Degradation by Small Molecules


Destruction of DNA-Binding Proteins by Programmable Oligonucleotide PROTAC (O′PROTAC): Effective Targeting of LEF1 and ERG3


Small-Molecule PROTACS: New Approaches to Protein Degradation


Targeted Protein Degradation: from Chemical Biology to Drug Discovery


Impact of linker length on the activity of PROTACs

Legal Information

PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Daniel P Bondeson et al.
Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)
Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of

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