| Identification | Back Directory | [Name]
E3 ligase Ligand-Linker Conjugates 7 Free Base | [CAS]
2010159-57-4 | [Synonyms]
VH032-PEG4-NH2
PROTACs Related Compound 8
VHL Ligand-Linker Conjugates 4
(S,R. S)-AHPC-PEG4-amine hydrochloride salt
E3 ligase Ligand-Linker Conjugates 7 Free Base
(S,R,S)-AHPC-PEG4-NH2(E3 ligase Ligand-Linker Conjugates 7)
L-Prolinamide, N-(14-amino-1-oxo-3,6,9,12-tetraoxatetradec-1-yl)-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-, (4R)-
(2S,4R)-1-((S)-17-amino-2-(tert-butyl)-4-oxo-6,9,12,15-tetraoxa-3-azaheptadecanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide | [Molecular Formula]
C32H49N5O8S | [MDL Number]
MFCD31656715 | [MOL File]
2010159-57-4.mol | [Molecular Weight]
663.83 |
| Questions And Answer | Back Directory | [Preparation]
The synthesis of E3 ligase Ligand-Linker Conjugates 7 Free Base compounds typically uses chiral starting materials and is achieved through multiple organic transformations. A typical route includes: first, using (S)-phenylethylamine as a chiral source, constructing the core framework through acylation, cyclization, and subsequent functional group modification; then purifying by column chromatography or chiral high-performance liquid chromatography (HPLC) to ensure an optical purity of ≥98% ee. In practice, we recommend conducting key reaction steps under an inert gas (such as nitrogen or argon) to avoid oxidation side reactions. When using this compound, the feed ratio should be precisely controlled according to the target reaction system, and small-scale pre-experiments should be conducted beforehand to optimize the reaction conditions. It is worth noting that although this compound has high reactivity, its handling must still follow standard organic chemical handling procedures, including wearing protective gloves and goggles and operating in a fume hood. |
| Chemical Properties | Back Directory | [Boiling point ]
901.7±65.0 °C(Predicted) | [density ]
1.230±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Soluble in Water, DMSO, Methanol | [form ]
Solid | [pka]
13.54±0.46(Predicted) | [color ]
White to off-white | [InChIKey]
MSKHBFIXTCSMKP-DDLJGEAHSA-N | [SMILES]
O=C(COCCOCCOCCOCCN)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 |
| Hazard Information | Back Directory | [Description]
(S, R, S)-AHPC-PEG4-amine is a PROTAC linker that incorporates an E3 ligase ligand with a PEG4 unit to empower drug research & discovery. The amine group is reactive with NHS ester or carboxylic acid. | [Uses]
Protein degrader builiding block (S,R,S)-AHPC-PEG4-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. | [reaction suitability]
reactivity: carboxyl reactive
reagent type: ligand-linker conjugate | [IC 50]
VHL |
|
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|