917966

BocA1V2PF1-NHC₆-NH₂

• Synonym(s): tert-Butyl ((S)-1-(((S)-2-((S)-2-(((S)-1-((6-aminohexyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate, AVP conjugate for IAP-mediated protein degrader development, SNIPER building block
• Empirical Formula (Hill Notation): C₃₆H₅₈N₆O₆
• Molecular Weight: 670.88
• MDL number: MFCD34166216
• UNSPSC Code: 41116105
• NACRES: NA.22

Properties

• ligand: BocA1V2PF1
• Quality Segment: 100
• form: powder
• reaction suitability: reactivity: carboxyl reactive, reagent type: ligand-linker conjugate
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: C[C@H](NC(OC(C)(C)C)=O)C(N[C@H](C(N1CCC[C@H]1C(N[C@H](C(NCCCCCCN)=O)CC2=CC=CC=C2)=O)=O)C3CCCCC3)=O
• InChI: 1S/C36H58N6O6/c1-25(39-35(47)48-36(2,3)4)31(43)41-30(27-18-11-8-12-19-27)34(46)42-23-15-20-29(42)33(45)40-28(24-26-16-9-7-10-17-26)32(44)38-22-14-6-5-13-21-37/h7,9-10,16-17,25,27-30H,5-6,8,11-15,18-24,37H2,1-4H3,(H,38,44)(H,39,47)(H,40,45)(H,41,43)/t25-,2
• InChI key: WYUQTVKIPYNAJU-ABYARXGNSA-N

Description

Application

Protein degrader building block BocA1V2PF1-NHC₆-NH₂ enables the synthesis of molecules for targeted protein degradation and SNIPER (specific and non-genetic inhibitor of apoptosis protein (IAP)-dependent protein erasers) technology. Developed in partnership with ComInnex, this conjugate contains an in silico-derived IAP-recruiting ligand, an alkyl-chain crosslinker, and a pendant amine for reactivity with an acid on a target warhead. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and protein degrader, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a terminal amine, including CRBN and VHL targeted, parallel synthesis can be used to more quickly generate SNIPER and PROTAC^® degrader libraries that feature variation in crosslinker length, composition, and E3 ligase ligand. Learn more about the novel IAP ligands generated through virtual screening of AVP mimetics in our Technology Spotlight.

Building blocks in this series:
916978 BocA1V2PF1
917966 BocA1V2PF1-NHC₆-NH₂
916706 BocA1V2PF1-NHC₁₀-NH₂
916951 BocA1V2PF1-NHPEG₁-NH₂
917214 BocA1V2PF1-NHPEG₃-NH₂

Technology Spotlight: Degrader Building Blocks with Inhibitor of Apoptosis Protein (IAP) In Silico-Derived Ligands

Other Notes

In Vivo Knockdown of Pathogenic Proteins via Specific and Nongenetic Inhibitor of Apoptosis Protein (IAP)-dependent Protein Erasers (SNIPERs)

SNIPERs−Hijacking IAP activity to induce protein degradation

E3 Ligase Ligands for PROTACs: How They Were Found and How to Discover New Ones

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable