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918687

(S,R,S)-AHPC-alkyne-piperidine hydrochloride

Synonym(s):

(2S,4R)-1-((S)-3,3-Dimethyl-2-(3-(piperidin-4-yl)propiolamido)butanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader, VH032 conjugate

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Pack SizeSKUAvailabilityPrice
50 mg

Estimated to ship onMay 18, 2026fromMILWAUKEE

$555.00

About This Item

Empirical Formula (Hill Notation):
C30H39N5O4S · xHCl
Molecular Weight:
565.73 (free base basis)
MDL number:
MFCD33021737
UNSPSC Code:
12352101
NACRES:
NA.22

$555.00

Estimated to ship onMay 18, 2026Details

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ligand

VH032

Quality Segment

100

form

solid

reaction suitability

reactivity: carboxyl reactive, reagent type: ligand-linker conjugate

functional group

amine

storage temp.

2-8°C

SMILES string

CC(N=CS1)=C1C2=CC=C(CNC([C@@H]3C[C@@H](O)CN3C([C@@H](NC(C#CC4CCNCC4)=O)C(C)(C)C)=O)=O)C=C2.Cl

InChI key

BLUYAMHRXQYAKB-QVRKWNSCSA-N

Application

Protein degrader building block (S,R,S)-AHPC-alkyne-piperidine enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a von Hippel-Lindau (VHL)-recruiting ligand, a rigid linker, and a pendant amine for reactivity with a carboxylic acid on the target ligand. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and PROTAC, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a pendant amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Targeted Protein Degradation by Small Molecules

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

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1 of 1

This Item
901848901503901873
(S,R,S)-AHPC-alkyne-piperidine hydrochloride

Sigma-Aldrich

918687

(S,R,S)-AHPC-alkyne-piperidine hydrochloride

(S,R,S)-AHPC-PEG4-NH2 hydrochloride ≥95%

Sigma-Aldrich

901848

(S,R,S)-AHPC-PEG4-NH2 hydrochloride

(S,R,S)-AHPC-PEG1-Alkyne ≥95%

Sigma-Aldrich

901503

(S,R,S)-AHPC-PEG1-Alkyne

(S,R,S)-AHPC-PEG6-Alkyne

Sigma-Aldrich

901873

(S,R,S)-AHPC-PEG6-Alkyne

form

solid

form

powder

form

powder or crystals

form

powder

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

reaction suitability

reactivity: carboxyl reactive, reagent type: ligand-linker conjugate

reaction suitability

reactivity: carboxyl reactive, reagent type: ligand-linker conjugate

reaction suitability

-

reaction suitability

-

ligand

VH032

ligand

VH032

ligand

VH032

ligand

VH032

functional group

amine

functional group

amine

functional group

alkyne

functional group

alkyne

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000113122
0000107609

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Articles

Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

Momar Toure et al.
Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)
The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is
Kedra Cyrus et al.
Molecular bioSystems, 7(2), 359-364 (2010-10-06)
Conventional genetic approaches have provided a powerful tool in the study of proteins. However, these techniques often preclude selective manipulation of temporal and spatial protein functions, which is crucial for the investigation of dynamic cellular processes. To overcome these limitations
Momar Toure et al.
Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)
The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is
View All Related Papers

Global Trade Item Number

SKUGTIN
918687-50MG04065265385367

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