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904651

Sigma-Aldrich

(S,R,S)-AHPC-PEG3-azide

≥95%

Synonym(s):

(2S,4R)-1-((S)-14-azido-2-(tert-butyl)-4-oxo-6,9,12-trioxa-3-azatetradecanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide, 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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About This Item

Empirical Formula (Hill Notation):
C30H43N7O7S
CAS Number:
1797406-80-4
Molecular Weight:
645.77
UNSPSC Code:
51171641
NACRES:
NA.22

ligand

VH032

Assay

≥95%

form

solid or liquid

reaction suitability

reaction type: click chemistry
reagent type: ligand-linker conjugate

functional group

azide

storage temp.

2-8°C

SMILES string

O=C(NCC1=CC=C(C2=C(C)N=CS2)C=C1)[C@H](C[C@@H](O)C3)N3C([C@H](C(C)(C)C)NC(COCCOCCOCCN=[N+]=[N-])=O)=O

Related Categories

Application

Protein degrader building block (S,R,S)-AHPC-PEG3-Azide 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 and a PEGylated crosslinker with pendant azide for click chemistry with a 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 azide group, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Automate your VHL-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Impact of Target Warhead and Linkage Vector on Inducing Protein Degradation: Comparison of Bromodomain and Extra-Terminal (BET) Degraders Derived from Triazolodiazepine (JQ1) and Tetrahydroquinoline (I-BET726) BET Inhibitor Scaffolds

Selective Small Molecule Induced Degradation of the BET Bromodomain Protein BRD4

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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(S,S,S)-AHPC hydrochloride, ≥97%

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Pomalidomide-C6-CO2H, ≥98%

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Pomalidomide-C3-CO2H, ≥95%

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(S,R,S)-AHPC-PEG1-Alkyne, ≥95%

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(S,R,S)-AHPC-PEG3-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG2-Alkyne, ≥95%

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Pomalidomide-PEG1-NH2 hydrochloride, ≥95%

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Pomalidomide-PEG2-NH2 hydrochloride, ≥95%

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Pomalidomide-PEG1-Alkyne, ≥98%

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(S,R,S)-AHPC-PEG3-Alkyne, ≥95%

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(S,R,S)-AHPC-C6-CO2H hydrochloride

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Pomalidomide-PEG2-Alkyne, ≥95%

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Pomalidomide-PEG2-CO2H, 95%

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Lenalidomide, ≥95%

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t-Boc-N-amido-PEG2-CH2CO2H, ≥95%

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t-Boc-N-amido-PEG3-CH2CO2H, ≥95%

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Bromo-PEG2-acid, ≥95%

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Bromo-PEG3-acid

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Propargyl-PEG1-acid, ≥95%

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Propargyl-PEG2-acid

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Bromo-PEG1-acid, ≥95%

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Propargyl-PEG3-acid

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Pomalidomide-PEG6-Alkyne

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Pomalidomide-PEG5-Alkyne, ≥95%

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Pomalidomide-PEG4-Alkyne

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Pomalidomide-PEG6-NH2 hydrochloride, ≥98%

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Pomalidomide-PEG5-NH2 hydrochloride

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Pomalidomide-PEG4-NH2 hydrochloride, ≥95%

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Pomalidomide-PEG6-CO2H

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Pomalidomide-PEG5-CO2H, ≥95%

901824

Pomalidomide-PEG4-CO2H

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(S,R,S)-AHPC-PEG6-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG5-Alkyne

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(S,R,S)-AHPC-PEG4-Alkyne

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(S,R,S)-AHPC-PEG5-NH2 hydrochloride

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

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

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Hydroxy-PEG5-t-butyl ester

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BocNH-PEG5-acid

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Propargyl-PEG6-acid

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Propargyl-PEG4-acid

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Hydroxy-PEG4-t-butyl ester

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Hydroxy-PEG6-t-butyl ester, ≥95%

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Pomalidomide-PEG6-butyl azide, ≥95%

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Pomalidomide-PEG6-butyl iodide, ≥95%

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Pomalidomide-PEG2-azide

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Pomalidomide-PEG1-azide

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

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(S,R,S)-AHPC-PEG3-azide, ≥95%

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Pomalidomide-PEG3-azide

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(S,R,S)-AHPC-PEG2-azide

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(S,R,S)-AHPC-PEG2-butyl chloride

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(S,R,S)-AHPC-PEG4-Azide, ≥95%

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Pomalidomide-PEG6-butyl alkyne, ≥95%

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(S,R,S)-AHPC-PEG6-butyl alkyne, ≥95%

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(S,R,S)-AHPC-PEG6-butyl CO2H, ≥95%

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(S,R,S)-AHPC-C6-PEG3-butyl alkyne, ≥95%

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(S,R,S)-AHPC-PEG2-butyl alkyne, ≥95%

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Pomalidomide-PEG2-butyl alkyne, ≥95%

910481

Pomalidomide-PEG6-butyl CO2H, ≥95%

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C5 Lenalidomide-PEG1-piperazine hydrochloride, ≥95%

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Pomalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride

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C5 Lenalidomide-C6-PEG1-C3-PEG1-Butyl NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-C9-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG1-piperazine hydrochloride, ≥95%

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C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride, ≥95%

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C5 Lenalidomide-dipiperazine-NH2 hydrochloride

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.

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