916927

BocA1V1PF2-OC₆-NH₂ hydrochloride

≥95%

• Synonym(s): 6-Aminohexyl (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxamido)-3-(4-fluorophenyl)propanoate hydrochloride, AVP conjugate for IAP-mediated protein degrader development, SNIPER building block
• Empirical Formula (Hill Notation): C₃₄H₅₄FN₅O₇ · xHCl
• Molecular Weight: 663.82 (free base basis)
• MDL number: MFCD34166206
• UNSPSC Code: 41116105
• NACRES: NA.22

Properties

• ligand: BocA1V1PF2
• Quality Level: 100
• assay: ≥95%
• 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(OCCCCCCN)=O)CC2=CC=C(C=C2)F)=O)=O)C(C)(C)C)=O.Cl
• InChI: 1S/C34H54FN5O7.ClH/c1-22(37-32(45)47-34(5,6)7)28(41)39-27(33(2,3)4)30(43)40-19-12-13-26(40)29(42)38-25(21-23-14-16-24(35)17-15-23)31(44)46-20-11-9-8-10-18-36;/h14-17,22,25-27H,8-13,18-21,36H2,1-7H3,(H,37,45)(H,38,42)(H,39,41);1H/t22-,25-,26-,27+;/m0./s1
• InChI key: QWSPYIMZKAURNE-RLLUNANCSA-N

Description

Application

Protein degrader building block BocA1V1PF2-OC₆-NH₂ hydrochloride 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, 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:
917478 BocA1V1PF2
916927 BocA1V1PF2-OC₆-NH₂ hydrochloride
917184 BocA1V1PF2-OC₁₀-NH₂ hydrochloride
917435 BocA1V1PF2-OPEG₁-NH₂ hydrochloride
917680 BocA1V1PF2-OPEG₃-NH₂ hydrochloride

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)

SNIPERsHijacking 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_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable