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901488

(S,R,S)-AHPC-PEG₂-NH₂ hydrochloride

Name: (S,R,S)-AHPC-PEG2-NH2 hydrochloride
Brand: ALDRICH

≥95%

别名:

(2S,4R)-1-((S)-2-(2-(2-(2-Aminoethoxy)ethoxy)acetamido)-3,3-dimethylbutanoyl)-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）:

C₂₈H₄₁N₅O₆S · xHCl

CAS号:

2097973-72-1

分子量:

575.72 (free base basis)

MDL编号:

MFCD32111682

UNSPSC代码:

12352101

NACRES:

NA.22

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Sigma-Aldrich

901493

(S,R,S)-AHPC-PEG₁-NH₂ hydrochloride

Sigma-Aldrich

901511

(S,R,S)-AHPC-PEG₃-NH₂ hydrochloride

Sigma-Aldrich

901490

(S,R,S)-AHPC hydrochloride

Sigma-Aldrich

917818

(S,R,S)-AHPC-C₉-NH₂ hydrochloride

Sigma-Aldrich

901855

(S,R,S)-AHPC-PEG₅-Alkyne

Sigma-Aldrich

901534

(S,R,S)-AHPC-C₆-CO₂H hydrochloride

Sigma-Aldrich

901487

(S,S,S)-AHPC hydrochloride

Sigma-Aldrich

920908

(S,R,S)-VL285 Phenol

Sigma-Aldrich

901503

(S,R,S)-AHPC-PEG₁-Alkyne

Sigma-Aldrich

920606

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

ligand

VH032

质量水平

100

方案

≥95%

表单

powder or 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(NCC1=CC=C(C2=C(C)N=CS2)C=C1)[C@H](C[C@@H](O)C3)N3C([C@H](C(C)(C)C)NC(COCCOCCN)=O)=O.Cl

InChI

1S/C28H41N5O6S.ClH/c1-18-24(40-17-31-18)20-7-5-19(6-8-20)14-30-26(36)22-13-21(34)15-33(22)27(37)25(28(2,3)4)32-23(35)16-39-12-11-38-10-9-29;/h5-8,17,21-22,25,34H,9-16,29H2,1-4H3,(H,30,36)(H,32,35);1H/t21-,22+,25-;/m1./s1

InChI key

SYAOHFUUVWFWJH-ZBXLSASTSA-N

应用

Protein degrader builiding block (S,R,S)-AHPC-PEG₂-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

Impact of Target Warhead and Linkage Vector on Inducing Protein Degradation: Comparison of Bromodomain and Extra-Terminal (BET) Degraders Derived from Triazolodiazepine (JQ1) and Tetrahydroquinoline (I-BET726) BET Inhibitor Scaffolds

Degradation of the BAF Complex Factor BRD9 by Heterobifunctional Ligands

Targeted Protein Degradation by Small Molecules

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

警示用语：

Warning

危险声明

H302,H315,H319

预防措施声明

P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

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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Degradation of the BAF Complex Factor BRD9 by Heterobifunctional Ligands.

David Remillard et al.

Angewandte Chemie (International ed. in English), 56(21), 5738-5743 (2017-04-19)

The bromodomain-containing protein BRD9, a subunit of the human BAF (SWI/SNF) nucleosome remodeling complex, has emerged as an attractive therapeutic target in cancer. Despite the development of chemical probes targeting the BRD9 bromodomain, there is a limited understanding of BRD9

Impact of Target Warhead and Linkage Vector on Inducing Protein Degradation: Comparison of Bromodomain and Extra-Terminal (BET) Degraders Derived from Triazolodiazepine (JQ1) and Tetrahydroquinoline (I-BET726) BET Inhibitor Scaffolds.

Kwok-Ho Chan et al.

Journal of medicinal chemistry, 61(2), 504-513 (2017-06-09)

The design of proteolysis-targeting chimeras (PROTACs) is a powerful small-molecule approach for inducing protein degradation. PROTACs conjugate a target warhead to an E3 ubiquitin ligase ligand via a linker. Here we examined the impact of derivatizing two different BET bromodomain

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

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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主要文件

(S,R,S)-AHPC-PEG2-NH2 hydrochloride

≥95%

About This Item

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属性

ligand

质量水平

方案

表单

反应适用性

官能团

储存温度

SMILES字符串

InChI

InChI key

相关类别

说明

应用

其他说明

法律信息

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安全信息

象形图

警示用语：

危险声明

预防措施声明

危险分类

储存分类代码

WGK

闪点(°F)

闪点(°C)

文件

(S,R,S)-AHPC-PEG₂-NH₂ hydrochloride