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916951

BocA1V2PF1-NHPEG1-NH2

Synonym(s):

AVP conjugate for IAP-mediated protein degrader development, SNIPER building block

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50 MG

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About This Item

Empirical Formula (Hill Notation):
C34H54N6O7
Molecular Weight:
658.83
MDL number:
MFCD34166207
UNSPSC Code:
41116105
NACRES:
NA.22

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InChI

1S/C34H54N6O7/c1-23(37-33(45)47-34(2,3)4)29(41)39-28(25-14-9-6-10-15-25)32(44)40-19-11-16-27(40)31(43)38-26(22-24-12-7-5-8-13-24)30(42)36-18-21-46-20-17-35/h5,7-8,12-13,23,25-28H,6,9-11,14-22,35H2,1-4H3,(H,36,42)(H,37,45)(H,38,43)(H,39,41)/t23-,26-,27-,28

InChI key

SDGJFFITMKJFPM-WHHDSKRTSA-N

SMILES string

C[C@H](NC(OC(C)(C)C)=O)C(N[C@H](C(N1CCC[C@H]1C(N[C@H](C(NCCOCCN)=O)CC2=CC=CC=C2)=O)=O)C3CCCCC3)=O

ligand

BocA1V2PF1

form

powder

reaction suitability

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

functional group

amine

storage temp.

2-8°C

Quality Level

100

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This Item
917966916706917443
BocA1V2PF1-NHPEG1-NH2

Sigma-Aldrich

916951

BocA1V2PF1-NHPEG1-NH2

BocA1V2PF1-NHC6-NH2

Sigma-Aldrich

917966

BocA1V2PF1-NHC6-NH2

BocA1V2PF1-NHC10-NH2

Sigma-Aldrich

916706

BocA1V2PF1-NHC10-NH2

BocA1V2PF2-NHC6-NH2

Sigma-Aldrich

917443

BocA1V2PF2-NHC6-NH2

reaction suitability

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

reaction suitability

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

reaction suitability

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

reaction suitability

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

functional group

amine

functional group

amine

functional group

amine

functional group

amine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

form

powder

form

powder

form

powder, crystals or chunks

form

powder

ligand

BocA1V2PF1

ligand

BocA1V2PF1

ligand

BocA1V2PF1

ligand

BocA1V2PF2

Application

Protein degrader building block BocA1V2PF1-NHPEG1-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 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

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Product No.
Description
Pricing

916951

BocA1V2PF1-NHPEG1-NH2

917931

A1V2PF2-NHEt-C6-NH2

916684

A1V2PF2-NHEt-C10-NH2, ≥95%

917680

BocA1V1PF2-OPEG3-NH2 hydrochloride

917966

BocA1V2PF1-NHC6-NH2

917702

A1V2PF1-NHEt-PEG3-NH2

917451

A1V2PF1-NHEt-PEG1-NH2, ≥95%

917974

BocA1V2PF2

917710

A1V1PF2-OEt, ≥95%

917478

BocA1V1PF2, ≥95%

917214

BocA1V2PF1-NHPEG3-NH2, ≥85%

916927

BocA1V1PF2-OC6-NH2 hydrochloride, ≥95%

916676

A1V1PF2-OEt-PEG3-NH2 hydrochloride

917923

A1V1PF2-OEt-PEG1-NH2 hydrochloride

917672

A1V1PF2-OEt-C10-NH2 hydrochloride

917206

A1V2PF1-NHEt-C10-NH2

917184

BocA1V1PF2-OC10-NH2 hydrochloride

916943

A1V2PF1-NHEt-C6-NH2

916692

BocA1V2PF2-NHPEG3-NH2, ≥95%

917427

A1V1PF2-OEt-C6-NH2 hydrochloride

916706

BocA1V2PF1-NHC10-NH2

917435

BocA1V1PF2-OPEG1-NH2 hydrochloride, ≥95%

916978

BocA1V2PF1, ≥95%

917699

BocA1V2PF2-NHC10-NH2, ≥85%

917222

A1V2PF1-NHEt, ≥95%

917958

BocA1V2PF2-NHPEG1-NH2

916714

A1V2PF2-NHEt, ≥95%

917192

A1V2PF2-NHEt-PEG3-NH2, ≥95%

916935

A1V2PF2-NHEt-PEG1-NH2

917443

BocA1V2PF2-NHC6-NH2

919446

CCW16-PEG1-BocNH

CIX001

ComInnex IAP Ligand Library

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Nobumichi Ohoka et al.
The Journal of biological chemistry, 292(11), 4556-4570 (2017-02-06)
Many diseases, especially cancers, result from aberrant or overexpression of pathogenic proteins. Specific inhibitors against these proteins have shown remarkable therapeutic effects, but these are limited mainly to enzymes. An alternative approach that may have utility in drug development relies
Tasuku Ishida et al.
SLAS discovery : advancing life sciences R & D, 26(4), 484-502 (2020-11-05)
Bifunctional degrader molecules, also called proteolysis-targeting chimeras (PROTACs), are a new modality of chemical tools and potential therapeutics to understand and treat human disease. A required PROTAC component is a ligand binding to an E3 ubiquitin ligase, which is then joined to another ligand binding to a protein to
Mikihiko Naito et al.
Drug discovery today. Technologies, 31, 35-42 (2019-06-16)
The induction of protein degradation by chimeric small molecules represented by proteolysis-targeting chimeras (PROTACs) is an emerging approach for novel drug development. We have developed a series of chimeric molecules termed specific and non-genetic inhibitor of apoptosis protein (IAP)-dependent protein

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.

Accelerating Protein Degrader Discovery with IAP

Plate of 80 ligands against E3 ligase IAP designed by ComInnex; allows creation of bifunctional targeted protein degraders or molecular glues.

Degrader Building Blocks with IAP In Silico-Derived Ligands

Targeted protein degradation reduces disease-relevant proteins in cells using small molecules, hijacking endogenous proteolysis systems.

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