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901850

(S,R,S)-AHPC-PEG₅-NH₂ hydrochloride

Name: (S,R,S)-AHPC-PEG5-NH2 hydrochloride
Brand: ALDRICH

别名:

(2S,4R)-1-((S)-20-Amino-2-(tert-butyl)-4-oxo-6,9,12,15,18-pentaoxa-3-azaicosanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride, Crosslinker−E3 ligase ligand conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader, VH032 conjugate

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About This Item

经验公式（希尔记法）:

C₃₄H₅₄ClN₅O₉S

分子量:

744.34

MDL编号:

MFCD32173797

UNSPSC代码:

12352101

NACRES:

NA.22

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Sigma-Aldrich

901511

(S,R,S)-AHPC-PEG₃-NH₂ hydrochloride

Sigma-Aldrich

901534

(S,R,S)-AHPC-C₆-CO₂H hydrochloride

Sigma-Aldrich

903434

Pomalidomide-PEG₆-butyl azide

Sigma-Aldrich

901490

(S,R,S)-AHPC hydrochloride

Sigma-Aldrich

901531

Pomalidomide-PEG₃-Alkyne

Sigma-Aldrich

921432

(S,R,S)-AHPC-pyridine-PEG₁-piperazine hydrochloride

Sigma-Aldrich

901533

(S,R,S)-AHPC-PEG₃-Alkyne

Sigma-Aldrich

T401000

DMT-dT-CPG

Sigma-Aldrich

901496

Pomalidomide-C₆-CO₂H

Sigma-Aldrich

909378

(S,R,S)-AHPC-PEG₆-Azide

ligand

VH032

表单

crystals

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(COCCOCCOCCOCCOCCN)N[C@H](C(N1[C@H](C(NCC2=CC=C(C3=C(C)N=CS3)C=C2)=O)C[C@@H](O)C1)=O)C(C)(C)C.Cl

InChI

1S/C34H53N5O9S.ClH/c1-24-30(49-23-37-24)26-7-5-25(6-8-26)20-36-32(42)28-19-27(40)21-39(28)33(43)31(34(2,3)4)38-29(41)22-48-18-17-47-16-15-46-14-13-45-12-11-44-10-9-35;/h5-8,23,27-28,31,40H,9-22,35H2,1-4H3,(H,36,42)(H,38,41);1H/t27-,28+,31-;/m1./s1

InChI key

FJDKQBVZPSNEBT-LJGPDLSOSA-N

应用

Protein degrader building block (SRS)-AHPC-PEG₅-NH₂ (HCl salt) 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 and a PEGylated crosslinker with pendant amine for reactivity with a carboxyl group 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 pendant amine parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length composition and E3 ligase ligand.

Automate your VHL-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)

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

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

法律信息

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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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

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

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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(S,R,S)-AHPC-PEG5-NH2 hydrochloride

About This Item

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属性

ligand

表单

反应适用性

官能团

储存温度

SMILES字符串

InChI

InChI key

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说明

应用

其他说明

法律信息

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安全信息

储存分类代码

WGK

闪点(°F)

闪点(°C)

文件

分析证书(COA)

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(S,R,S)-AHPC-PEG₅-NH₂ hydrochloride