Name: (S,R,S)-AHPC-phenol-alkylC6-amine dihydrochloride
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95% by HPLC

Storage

Store at -20°C

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

(2S,4R)-1-[(2S)-2-acetamido-3,3-dimethylbutanoyl]-N-[[2-(6-aminohexoxy)-4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-4-hydroxypyrrolidine-2-carboxamide;dihydrochloride

Synonyms

VH032 phenol-alkylC6-amine dihydrochloride

InChI

1S/C30H45N5O5S.2ClH/c1-19-26(41-18-33-19)21-10-11-22(25(14-21)40-13-9-7-6-8-12-31)16-32-28(38)24-15-23(37)17-35(24)29(39)27(30(3,4)5)34-20(2)36;;/h10-11,14,18,23-24,27,37H,6-9,12-13,15-17,31H2,1-5H3,(H,32,38)(H,34,36);2*1H/t23-,24+,27-;;/m1../s1

Canonical SMILES

CC1=C(SC=N1)C2=CC=C(CNC([C@@H]3C[C@@H](O)CN3C([C@@H](NC(C)=O)C(C)(C)C)=O)=O)C(OCCCCCCN)=C2.Cl.Cl

Background Introduction

(S,R,S)-AHPC-phenol-alkylC6-amine dihydrochloride is a specialized E3 ligase ligand-linker conjugate designed for use in PROTAC (Proteolysis Targeting Chimera) technology. Built upon the AHPC scaffold—a potent binder of the von Hippel-Lindau (VHL) E3 ligase—this molecule features a phenol group and a six-carbon alkyl amine linker, facilitating flexible tethering to various warhead ligands. Its dihydrochloride salt form ensures improved solubility and suitability for chemical biology applications.

Mechanism

The mechanism of (S,R,S)-AHPC-phenol-alkylC6-amine dihydrochloride centers on its ability to recruit the VHL E3 ubiquitin ligase through its AHPC core. The phenol-alkylC6-amine linker terminus is designed for conjugation to ligands that bind a target protein of interest. When incorporated into a PROTAC construct, this ligand-linker conjugate bridges the E3 ligase and the target protein, facilitating the formation of a ternary complex. This proximity promotes ubiquitination of the target protein, which is then recognized and degraded by the proteasome, leading to selective protein knockdown within cells.

Applications

(S,R,S)-AHPC-phenol-alkylC6-amine dihydrochloride is widely applied in the design and synthesis of custom PROTAC molecules. Researchers use this conjugate for rapid assembly of heterobifunctional degraders targeting diverse disease-related proteins, especially in cancer, neurodegeneration, and immunology research. Its modular structure enables efficient exploration of linker length and orientation effects in PROTAC optimization campaigns. The compound is also valuable in structure-activity relationship (SAR) studies and mechanism-based drug discovery, accelerating the development of next-generation targeted protein degradation therapeutics.

• Versatile amine-functionalized linker ideal for efficient E3 ligase ligand conjugation in PROTAC synthesis.
• Optimized for VHL-based PROTAC design, offering reliable performance in targeted protein degradation applications.

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