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922153

Sigma-Aldrich

(S,R,S)-VL285 Phenol-C3-piperazine hydrochloride

别名:

(2S,4R)-4-Hydroxy-1-((S)-3-methyl-2-(1-oxoisoindolin-2-yl)butanoyl)-N-(4-(4-methylthiazol-5-yl)-2-((6-(3-(piperazin-1-yl)propoxy)pyridin-3-yl)methoxy)benzyl)pyrrolidine-2-carboxamide, Crosslinker−E3 Ligase ligand conjugate, VHL protein degrader building block for PROTAC® research

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50 MG
$732.00

$732.00

预计发货时间2025年6月13日详情

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50 MG
$732.00

About This Item

经验公式（希尔记法）:
C42H51N7O6S · xHCl
分子量:
781.96 (free base basis)
UNSPSC代码:
12352101
NACRES:
NA.22

$732.00

预计发货时间2025年6月13日详情

获取大包装报价

ligand

VL285 phenol

质量水平

100

表单

solid

反应适用性

reactivity: carboxyl reactive
reagent type: ligand-linker conjugate

官能团

amine

储存温度

2-8°C

SMILES字符串

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=C4OCC6=CC=C(OCCCN7CCNCC7)C=N6.Cl

InChI

1S/C42H51N7O6S.ClH/c1-27(2)38(49-23-31-7-4-5-8-35(31)41(49)52)42(53)48-24-33(50)20-36(48)40(51)45-21-30-10-9-29(39-28(3)46-26-56-39)19-37(30)55-25-32-11-12-34(22-44-32)54-18-6-15-47-16-13-43-14-17-47;/h4-5,7-12,19,22,26-27,33,36,38,43,50H,6,13-18,20-21,23

InChI key

GMECTDIJBGAEOP-VLHWNADMSA-N

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此商品
920843920878920894
(S,R,S)-VL285 Phenol-C3-piperazine hydrochloride

922153

(S,R,S)-VL285 Phenol-C3-piperazine hydrochloride

(S,R,S)-VL285 Phenol-PEG1-piperazine hydrochloride

920843

(S,R,S)-VL285 Phenol-PEG1-piperazine hydrochloride

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

920878

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

(S,R,S)-VL285 Phenol-PEG2-NH2 hydrochloride

920894

(S,R,S)-VL285 Phenol-PEG2-NH2 hydrochloride

ligand

VL285 phenol

ligand

VL285 phenol

ligand

VL285 phenol

ligand

VL285 phenol

form

solid

form

solid

form

solid

form

solid

reaction suitability

reactivity: carboxyl reactive

reaction suitability

-

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

-

functional group

amine

functional group

amine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

应用

Protein degrader building block (S,R,S)-VL285 Phenol-C3-piperazine 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), a linker with added rigidity, 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.

其他说明

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Targeted Protein Degradation by Small Molecules

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

HaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins

Differential PROTAC substrate specificity dictated by orientation of recruited E3 ligase

法律信息

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

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(S,R,S)-AHPC-PEG6-butyl amine hydrochloride, ≥95%

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(S,R,S)-AHPC-C9-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-C6-NH2 hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG1-piperazine hydrochloride, ≥95%

918687

(S,R,S)-AHPC-alkyne-piperidine hydrochloride

920606

(S,R,S)-AHPC-piperazine-pyridine-alkyne-NH2 hydrochloride

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(S,R,S)-AHPC-benzyl-piperazine hydrochloride

920851

(S,R,S)-VL285 Phenol-C2-NH2 hydrochloride

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(S,R,S)-VL285 Phenol-PEG1-piperazine hydrochloride

920908

(S,R,S)-VL285 Phenol

920886

(S,R,S)-VL285 Phenol-PEG4-NH2 hydrochloride

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(S,R,S)-VL285 Phenol-PEG2-NH2 hydrochloride

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

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6F,C5-Pomalidomide-piperazine-piperidine-4-carbothioamide hydrochloride

923885

Pomalidomide-piperazine-piperidine-4-carboxamide hydrochloride

923958

6F,C5-Pomalidomide-4-piperidine-C1-piperazine hydrochloride

923931

Pomalidomide-4-piperidine-C1-piperazine hydrochloride

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Pomalidomide-piperazine-C1-4-piperidine hydrochloride

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

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Blake E Smith et al.
Nature communications, 10(1), 131-131 (2019-01-12)
PROteolysis-TArgeting Chimeras (PROTACs) are hetero-bifunctional molecules that recruit an E3 ubiquitin ligase to a given substrate protein resulting in its targeted degradation. Many potent PROTACs with specificity for dissimilar targets have been developed; however, the factors governing degradation selectivity within
Dennis L Buckley et al.
ACS chemical biology, 10(8), 1831-1837 (2015-06-13)
Small molecule-induced protein degradation is an attractive strategy for the development of chemical probes. One method for inducing targeted protein degradation involves the use of PROTACs, heterobifunctional molecules that can recruit specific E3 ligases to a desired protein of interest.
Daniel P Bondeson et al.
Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)
Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of
Philipp M Cromm et al.
Cell chemical biology, 24(9), 1181-1190 (2017-06-27)
Traditional pharmaceutical drug discovery is almost exclusively focused on directly controlling protein activity to cure diseases. Modulators of protein activity, especially inhibitors, are developed and applied at high concentration to achieve maximal effects. Thereby, reduced bioavailability and off-target effects can

商品

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.

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