920878

(S,R,S)-VL285 Phenol-C6-NH2 hydrochloride

Manufacturer: Sigma Aldrich

Synonym(S): (2S,4R)-N-(2-((6-Aminohexyl)oxy)-4-(4-methylthiazol-5-yl)benzyl)-4-hydroxy-1-((S)-3-methyl-2-(1-oxoisoindolin-2-yl)butanoyl)pyrrolidine-2-carboxamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, VHL protein degrader building block for PROTAC® research

Select a Size

Pack Size SKU Availability Price
50 MG 920878-50-MG In Stock ₹ 46,780.00

920878 - 50 MG

₹ 46,780.00

In Stock

Quantity

1

Base Price: ₹ 46,780.00

GST (18%): ₹ 8,420.40

Total Price: ₹ 55,200.40

ligand

VL285 phenol

Quality Level

100

form

solid

reaction suitability

reactivity: carboxyl reactivereagent type: ligand-linker conjugate

functional group

amine

storage temp.

2-8°C

SMILES string

O=C1N([C@H](C(N(C2)[C@H](C(NCC3=CC=C(C=C3OCCCCCCN)C(SC=N4)=C4C)=O)C[C@H]2O)=O)C(C)C)CC5=C1C=CC=C5.Cl

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Description

  • Application: Protein degrader building block (S,R,S)-VL285 Phenol-C6-NH2 hydrochloride 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 with alternative exit vector from the widely used VH032 (901490), an alkyl-chain crosslinker, and a pendant amine for reactivity with a carboxylic acid 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 terminal amine, 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 DegradationPortal: Building PROTAC® Degraders for Targeted Protein DegradationTargeted Protein Degradation by Small MoleculesTargeted Protein Degradation: from Chemical Biology to Drug DiscoveryHaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion ProteinsDifferential PROTAC substrate specificity dictated by orientation of recruited E3 ligase
  • Legal Information: PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Show Difference

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Sigma Aldrich

920878

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ligand:
VL285 phenol

Quality Level:
100

form:
solid

reaction suitability:
reactivity: carboxyl reactivereagent type: ligand-linker conjugate

functional group:
amine

storage temp.:
2-8°C

SMILES string:
O=C1N([C@H](C(N(C2)[C@H](C(NCC3=CC=C(C=C3OCCCCCCN)C(SC=N4)=C4C)=O)C[C@H]2O)=O)C(C)C)CC5=C1C=CC=C5.Cl

Img

Sigma Aldrich

920886

--


ligand:
VL285 phenol

Quality Level:
100

form:
solid

reaction suitability:
reactivity: carboxyl reactivereagent type: ligand-linker conjugate

functional group:
amine

storage temp.:
2-8°C

SMILES string:
O=C1N([C@H](C(N(C2)[C@H](C(NCC3=CC=C(C=C3OCCOCCOCCOCCOCCN)C(SC=N4)=C4C)=O)C[C@H]2O)=O)C(C)C)CC5=C1C=CC=C5.Cl

Img

Sigma Aldrich

920894

--


ligand:
VL285 phenol

Quality Level:
100

form:
solid

reaction suitability:
reactivity: carboxyl reactivereagent type: ligand-linker conjugate

functional group:
amine

storage temp.:
2-8°C

SMILES string:
O=C([C@H]1C[C@H](O)CN1C([C@@H](C(C)C)N2CC(C=CC=C3)=C3C2=O)=O)NCC4=CC=C(C5=C(C)N=CS5)C=C4OCCOCCOCCN.Cl

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Sigma Aldrich

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--


ligand:
VL285 phenol

Quality Level:
100

form:
solid

reaction suitability:
reagent type: ligand

functional group:
amine

storage temp.:
2-8°C

SMILES string:
O=C([C@@H]1C[C@@H](O)CN1C([C@H](C(C)C)N2CC(C=CC=C3)=C3C2=O)=O)NCC4=CC=C(C5=C(C)N=CS5)C=C4O