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917699

BocA1V2PF2-NHC10-NH2

≥85%

Synonym(s):

tert-Butyl ((S)-1-(((S)-2-((S)-2-(((S)-1-((10-Aminodecyl)amino)-3-(4-fluorophenyl)-1-oxopropan-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

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Size/SKUAvailabilityPrice
50 mg
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$667.00

About This Item

Empirical Formula (Hill Notation):
C40H65FN6O6
Molecular Weight:
744.98
MDL number:
MFCD34166211
UNSPSC Code:
41116105
NACRES:
NA.22

$667.00

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ligand

BocA1V2PF2

Quality Segment

100

assay

≥85%

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(NCCCCCCCCCCN)=O)CC2=CC=C(C=C2)F)=O)=O)C3CCCCC3)=O

InChI

1S/C40H65FN6O6/c1-28(44-39(52)53-40(2,3)4)35(48)46-34(30-17-12-11-13-18-30)38(51)47-26-16-19-33(47)37(50)45-32(27-29-20-22-31(41)23-21-29)36(49)43-25-15-10-8-6-5-7-9-14-24-42/h20-23,28,30,32-34H,5-19,24-27,42H2,1-4H3,(H,43,49)(H,44,52)(H,45,50)(H,46,48)/t

InChI key

AFZPWVXOGIXQBS-MTZHBSBLSA-N

Application

Protein degrader building BocA1V2PF2-NHC10-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:
917974 BocA1V2PF2
917443 BocA1V2PF2-NHC6-NH2
917699 BocA1V2PF2-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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This Item
917958917966917443
BocA1V2PF2-NHC10-NH2 ≥85%

Sigma-Aldrich

917699

BocA1V2PF2-NHC10-NH2

BocA1V2PF2-NHPEG1-NH2

Sigma-Aldrich

917958

BocA1V2PF2-NHPEG1-NH2

BocA1V2PF1-NHC6-NH2

Sigma-Aldrich

917966

BocA1V2PF1-NHC6-NH2

BocA1V2PF2-NHC6-NH2

Sigma-Aldrich

917443

BocA1V2PF2-NHC6-NH2

functional group

amine

functional group

amine

functional group

amine

functional group

amine

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

assay

≥85%

assay

-

assay

-

assay

-

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

form

powder

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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