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About This Item
Empirical Formula (Hill Notation):
C22H30N4O3S · xHCl
CAS Number:
Molecular Weight:
430.56 (free base basis)
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Assay:
≥97%
Form:
powder or crystals
ligand
VH032
Quality Level
assay
≥97%
form
powder or crystals
reaction suitability
reagent type: ligand
storage temp.
2-8°C
SMILES string
N[C@H](C(N1[C@H](C(NCC2=CC=C(C3=C(C)N=CS3)C=C2)=O)C[C@H](O)C1)=O)C(C)(C)C.Cl
InChI
1S/C22H30N4O3S.ClH/c1-13-18(30-12-25-13)15-7-5-14(6-8-15)10-24-20(28)17-9-16(27)11-26(17)21(29)19(23)22(2,3)4;/h5-8,12,16-17,19,27H,9-11,23H2,1-4H3,(H,24,28);1H/t16-,17-,19+;/m0./s1
InChI key
JYRTWGCWUBURGU-ITJMAPPJSA-N
Application
(S,S,S)-AHPC (HCl salt) is a ligand used as a negative control for (S,R,S)-AHPC (cat# 901490) in the recruitment of the von Hippel–Lindau (VHL) protein for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology.
Other Notes
Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation
Portal: Building PROTAC® Degraders for Targeted Protein Degradation
Selective Small Molecule Induced Degradation of the BET Bromodomain Protein BRD4
Small-Molecule PROTACS: New Approaches to Protein Degradation
Identification and Characterization of Von Hippel-Lindau-Recruiting Proteolysis Targeting Chimeras (PROTACs) of TANK-Binding Kinase 1
Group-Based Optimization of Potent and Cell-Active Inhibitors of the von Hippel–Lindau (VHL) E3 Ubiquitin Ligase: Structure–Activity Relationships Leading to the Chemical Probe (2S,4R)-1-((S)-2-(1-Cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (VH298)
Portal: Building PROTAC® Degraders for Targeted Protein Degradation
Selective Small Molecule Induced Degradation of the BET Bromodomain Protein BRD4
Small-Molecule PROTACS: New Approaches to Protein Degradation
Identification and Characterization of Von Hippel-Lindau-Recruiting Proteolysis Targeting Chimeras (PROTACs) of TANK-Binding Kinase 1
Group-Based Optimization of Potent and Cell-Active Inhibitors of the von Hippel–Lindau (VHL) E3 Ubiquitin Ligase: Structure–Activity Relationships Leading to the Chemical Probe (2S,4R)-1-((S)-2-(1-Cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (VH298)
Legal Information
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Articles
Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.
Identification and Characterization of Von Hippel-Lindau-Recruiting Proteolysis Targeting Chimeras (PROTACs) of TANK-Binding Kinase 1.
Crew, et al.
Journal of Medicinal Chemistry, 61, 583-598 (2018)
Michael Zengerle et al.
ACS chemical biology, 10(8), 1770-1777 (2015-06-03)
The Bromo- and Extra-Terminal (BET) proteins BRD2, BRD3, and BRD4 play important roles in transcriptional regulation, epigenetics, and cancer and are the targets of pan-BET selective bromodomain inhibitor JQ1. However, the lack of intra-BET selectivity limits the scope of current
Pedro Soares et al.
Journal of medicinal chemistry, 61(2), 599-618 (2017-08-31)
The von Hippel-Lindau tumor suppressor protein is the substrate binding subunit of the VHL E3 ubiquitin ligase, which targets hydroxylated α subunit of hypoxia inducible factors (HIFs) for ubiquitination and subsequent proteasomal degradation. VHL is a potential target for treating
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 901487-10MG-KC | 04065272217217 |
| 901487-100MG | 04065267009216 |
| 901487-10MG | 04061834671503 |