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923877

Pomalidomide-piperazine-C₁-4-piperidine hydrochloride

Name: Pomalidomide-piperazine-C<SUB>1</SUB>-4-piperidine hydrochloride
Brand: ALDRICH

同義詞:

2-(2,6-Dioxopiperidin-3-yl)-4-(4-(piperidin-4-ylmethyl)piperazin-1-yl)isoindoline-1,3-dione hydrochloride, Crosslinker−E3 ligase ligand conjugate, Protein degrader building block

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About This Item

經驗公式（希爾表示法）:

C₂₃H₂₉N₅O₄ · xHCl

分子量：:

439.51 (free base basis)

MDL號碼:

MFCD34602210

NACRES:

NA.21

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Sigma-Aldrich

923931

Pomalidomide-4-piperidine-C₁-piperazine hydrochloride

Sigma-Aldrich

D125806

N,N-二异丙基乙胺

Sigma-Aldrich

83060

12-氨基-4,7,10-三氧杂十二烷酸叔丁酯

Sigma-Aldrich

902659

Amino-PEG6-t-butyl ester

Sigma-Aldrich

902586

Hydroxy-PEG4-t-butyl ester

Sigma-Aldrich

900957

叠氮化物琼脂糖

Sigma-Aldrich

329576

三甲基硅酸钠

Sigma-Aldrich

V403

γ-戊内酯

Sigma-Aldrich

360139

5′-O-(4,4′-二甲氧基三苯甲基)胸苷

Sigma-Aldrich

911666

Pomalidomide-C₆-NH₂ hydrochloride

ligand

pomalidomide

品質等級

100

反應適用性

reactivity: carboxyl reactive
reagent type: ligand-linker conjugate

官能基

amine

儲存溫度

2-8°C

SMILES 字串

O=C1C(N2C(C(C=CC=C3N4CCN(CC5CCNCC5)CC4)=C3C2=O)=O)CCC(N1)=O.Cl

InChI

1S/C23H29N5O4.ClH/c29-19-5-4-18(21(30)25-19)28-22(31)16-2-1-3-17(20(16)23(28)32)27-12-10-26(11-13-27)14-15-6-8-24-9-7-15;/h1-3,15,18,24H,4-14H2,(H,25,29,30);1H

InChI 密鑰

FBHYBUUVOWFGNQ-UHFFFAOYSA-N

應用

Protein degrader building block Pomalidomide-piperazine-C₁-4-piperidine hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC^® (proteolysis-targeting chimeras) research. This conjugate contains a Cereblon (CRBN) recruiting ligand, a rigid linker, 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 degrader, 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 degrader libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

其他說明

Targeted Protein Degradation by Small Molecules

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation:from Chemical Biology to Drug Discovery

Impact of linker length on the activity of PROTACs

法律資訊

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

訊號詞

Danger

危險聲明

H360D

防範說明

P201 - P202 - P280 - P308 + P313 - P405 - P501

危險分類

Repr. 1B

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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Targeted Protein Degradation by Small Molecules.

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

Impact of linker length on the activity of PROTACs.

Kedra Cyrus et al.

Molecular bioSystems, 7(2), 359-364 (2010-10-06)

Conventional genetic approaches have provided a powerful tool in the study of proteins. However, these techniques often preclude selective manipulation of temporal and spatial protein functions, which is crucial for the investigation of dynamic cellular processes. To overcome these limitations

Small-Molecule PROTACS: New Approaches to Protein Degradation.

Momar Toure et al.

Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)

The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is

Targeted Protein Degradation: from Chemical Biology to Drug Discovery.

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

文章

針對蛋白質降解的降解器構件

Protein Degrader Building Blocks 是一系列交聯劑-E3 配體結合物，具有懸垂功能基團，可與目標配體共價連結。

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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Pomalidomide-piperazine-C1-4-piperidine hydrochloride

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ligand

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官能基

儲存溫度

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InChI

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儲存類別代碼

水污染物質分類（WGK）

閃點（°F）

閃點（°C）

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Pomalidomide-piperazine-C₁-4-piperidine hydrochloride