Name: (S,R,S)-AHPC-C4-NH2 dihydrochloride
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Storage

Store at -20°C

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

(2S,4R)-1-[(2S)-2-(5-aminopentanoylamino)-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide;dihydrochloride

Synonyms

VH032-C4-NH2 dihydrochloride

InChI Key

QBJGQVIKGJREIR-IYCRVZLISA-N

InChI

1S/C27H39N5O4S.2ClH/c1-17-23(37-16-30-17)19-10-8-18(9-11-19)14-29-25(35)21-13-20(33)15-32(21)26(36)24(27(2,3)4)31-22(34)7-5-6-12-28;;/h8-11,16,20-21,24,33H,5-7,12-15,28H2,1-4H3,(H,29,35)(H,31,34);2*1H/t20-,21+,24-;;/m1../s1

Canonical SMILES

O=C(N[C@@H](C(C)(C)C)C(N1C[C@H](O)C[C@H]1C(NCC2=CC=C(C=C2)C3=C(C)N=CS3)=O)=O)CCCCN.Cl.Cl

Pub Chem ID

134160245

Background Introduction

(S,R,S)-AHPC-C4-NH2 dihydrochloride is a specialized E3 ligase ligand-linker conjugate widely utilized in PROTAC (Proteolysis Targeting Chimeras) research. It features the AHPC (aryl hydroxyproline-based cereblon ligand) moiety connected through a C4 linker to an amine functional group, making it ideal for the modular assembly of targeted protein degraders. Its high purity and convenient solubility make it a popular choice for medicinal chemistry, chemical biology, and early-stage drug discovery applications.

Mechanism

(S,R,S)-AHPC-C4-NH2 dihydrochloride operates by harnessing the ubiquitin-proteasome system via cereblon (CRBN) E3 ligase recruitment. In PROTAC design, the AHPC-C4 moiety acts as the E3 ligase-recruiting warhead, while the linker terminus (NH2) facilitates covalent coupling to a ligand targeting the protein of interest. Upon bifunctional assembly, the resulting PROTAC molecule brings the target protein and CRBN E3 ligase into close proximity, promoting ubiquitination and subsequent proteasomal degradation of the target. This targeted degradation mechanism enables selective and potent elimination of disease-related proteins.

Applications

(S,R,S)-AHPC-C4-NH2 dihydrochloride is extensively employed in the development of next-generation PROTACs for targeted protein degradation. Its applications include: (1) rational design and synthesis of PROTAC molecules targeting undruggable or pathogenic proteins in oncology, immunology, and neurodegenerative disorders; (2) chemical biology tool development for validating protein function through knockdown studies; (3) structure-activity relationship (SAR) exploration of linker architecture and E3 ligase selection; and (4) early drug discovery and preclinical research to identify and optimize degraders with improved selectivity, potency, and pharmacological profiles.

• Amine-terminated linker simplifies attachment to diverse target-binding ligands for efficient PROTAC assembly.
• Precisely engineered for high-affinity VHL E3 ligase recruitment, ensuring potent targeted protein degradation.

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