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909262 Sigma-Aldrich

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

≥95%

Synonym: (2S,4R)-1-((S)-17-Azido-2-(tert-butyl)-4-oxo-6,9,12,15-tetraoxa-3-azaheptadecanoyl)-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

  • CAS Number 1797406-81-5

  • Empirical Formula (Hill Notation) C32H47N7O8S

  • Molecular Weight 689.82

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Degrader Building Blocks, Degrader Building Blocks for Click Chemistry
assay   ≥95%
form   liquid
reaction suitability   reaction type: click chemistry
storage temp.   2-8°C

Description

Application

Protein degrader builiding block (S,R,S)-AHPC-PEG4-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, a linker with both hydrophobic and hydrophilic moieties, and a pendant azide for click chemistry with an alkyne 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 azide group, 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 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

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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Description

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901490 (S,R,S)-AHPC hydrochloride, ≥97%
901487 (S,S,S)-AHPC hydrochloride, ≥97%
901488 (S,R,S)-AHPC-PEG2-NH2 hydrochloride, ≥95%
901493 (S,R,S)-AHPC-PEG1-NH2 hydrochloride, ≥95%
901494 N-Methylated pomalidomide, ≥98%
901495 Pomalidomide-PEG3-NH2 hydrochloride, ≥95%
901496 Pomalidomide-C6-CO2H, ≥98%
901500 Pomalidomide-C3-CO2H, ≥95%
901503 (S,R,S)-AHPC-PEG1-Alkyne, ≥95%
901511 (S,R,S)-AHPC-PEG3-NH2 hydrochloride, ≥95%
901504 Pomalidomide-PEG3-CO2H, ≥95%
901517 (S,R,S)-AHPC-PEG2-Alkyne, ≥95%
901516 Pomalidomide-PEG1-NH2 hydrochloride, ≥95%
901513 Pomalidomide-PEG2-NH2 hydrochloride, ≥95%
901523 Pomalidomide-PEG1-Alkyne, ≥98%
901533 (S,R,S)-AHPC-PEG3-Alkyne, ≥95%
901534 (S,R,S)-AHPC-C6-CO2H hydrochloride
901531 Pomalidomide-PEG3-Alkyne, ≥98%
901529 Pomalidomide-PEG2-Alkyne, ≥95%
901527 Pomalidomide-PEG1-CO2H, ≥95%
901526 Pomalidomide-PEG2-CO2H, 95%
901525 Pomalidomide-C9-CO2H, ≥95%
901558 Lenalidomide, ≥95%
901835 Pomalidomide-PEG6-Alkyne
901834 Pomalidomide-PEG5-Alkyne, ≥95%
901833 Pomalidomide-PEG4-Alkyne
901831 Pomalidomide-PEG5-NH2 hydrochloride
901829 Pomalidomide-PEG6-CO2H
901828 Pomalidomide-PEG5-CO2H, ≥98%
901824 Pomalidomide-PEG4-CO2H
901860 (S,R,S)-AHPC-PEG6-NH2 hydrochloride, ≥95%
901855 (S,R,S)-AHPC-PEG5-Alkyne
901851 (S,R,S)-AHPC-PEG4-Alkyne
901850 (S,R,S)-AHPC-PEG5-NH2 hydrochloride
901848 (S,R,S)-AHPC-PEG4-NH2 hydrochloride, ≥95%
901873 (S,R,S)-AHPC-PEG6-Alkyne
903434 Pomalidomide-PEG6-butyl azide, ≥95%
903442 Pomalidomide-PEG6-butyl iodide, ≥95%
903833 Pomalidomide-PEG2-azide
903825 Pomalidomide-PEG1-azide
903957 (S,R,S)-AHPC-PEG1-azide
904651 (S,R,S)-AHPC-PEG3-azide, ≥95%
904724 Pomalidomide-PEG2-butyl iodide, ≥95%
904708 Pomalidomide-C6-PEG3-butyl iodide, ≥95%
904678 Pomalidomide-PEG3-azide
904686 Pomalidomide-C6-PEG3-butyl azide, ≥95%
904813 (S,R,S)-AHPC-PEG2-azide
904821 (S,R,S)-AHPC-C6-PEG3-butyl azide, ≥95%
904880 Pomalidomide-C6-PEG1-C3-PEG1-butyl azide, ≥95%
904872 Pomalidomide-PEG2-butyl azide, ≥95%
904864 (S,R,S)-AHPC-PEG6-butyl azide, ≥95%
905178 (S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl azide, ≥95%
905275 (S,R,S)-AHPC-PEG6-butyl amine hydrochloride, ≥95%
905216 (S,R,S)-AHPC-PEG2-butyl azide, ≥95%
905232 (S,R,S)-AHPC-C6-PEG3-butyl amine hydrochloride, ≥95%
905224 Pomalidomide-PEG6-butyl amine hydrochloride, ≥95%
905399 (S,R,S)-AHPC-PEG2-butyl chloride
905380 (S,R,S)-AHPC-C6-PEG3-butyl chloride, ≥95%
905402 (S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl chloride, 95%
906050 Pomalidomide-C6-PEG1-C3-PEG1-butyl iodide, ≥95%
906123 (S,R,S)-AHPC-PEG2-butyl amine hydrochloride
910449 Pomalidomide-PEG2-butyl CO2H, ≥95%
911801 AHPC-C6-PEG1-C3-PEG1-butyl amine hydrochloride, ≥90%
911690 C5 Lenalidomide, ≥95%
911666 Pomalidomide-C6-NH2 hydrochloride, ≥95%
911658 Pomalidomide-C3-NH2 hydrochloride, ≥95%
913987 Pomalidomide-C6-PEG1-C3-PEG1-butyl amine hydrochloride, ≥95%
915572 Pomalidomide-dipiperazine-NH2 hydrochloride, ≥95%

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