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Chemical Structure| 2615-15-8 Chemical Structure| 2615-15-8
Chemical Structure| 2615-15-8

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CAS No.: 2615-15-8

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Hexaethylene glycol is a PEG-based PROTAC linker utilized in the synthesis of PROTAC molecules.

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Product Citations

Product Citations

Cifone, Matthew T. ; He, YongLe ; Basu, Rajeswari ; Wang, Nan ; Davoodi, Shabnam ; Spagnuolo, Lauren A. , et al.

Abstract: The relationship between drug-target residence time and the post-antibiotic effect (PAE) provides insights into target vulnerability. To probe the vulnerability of bacterial acetyl-CoA carboxylase (ACC), a series of heterobivalent inhibitors were synthesized based on pyridopyrimidine 1 and moiramide B (3) which bind to the biotin carboxylase and carboxyltransferase ACC active sites, resp. The heterobivalent compound 17, which has a linker of 50 ?, was a tight binding inhibitor of Escherichia coli ACC (Kiapp 0.2 nM) and could be displaced from ACC by a combination of both 1 and 3 but not just by 1. In agreement with the prolonged occupancy of ACC resulting from forced proximity binding, the heterobivalent inhibitors produced a PAE in E. coli of 1-4 h in contrast to 1 and 3 in combination or alone, indicating that ACC is a vulnerable target and highlighting the utility of kinetic, time-dependent effects in the drug mechanism of action.

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Product Details of Hexaethylene glycol

CAS No. :2615-15-8
Formula : C12H26O7
M.W : 282.33
SMILES Code : OCCOCCOCCOCCOCCOCCO
MDL No. :MFCD00002877
InChI Key :IIRDTKBZINWQAW-UHFFFAOYSA-N
Pubchem ID :17472

Safety of Hexaethylene glycol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Hexaethylene glycol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2615-15-8 ]

[ 2615-15-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 2615-15-8 ]
  • [ 3386-18-3 ]
  • 2
  • [ 2615-15-8 ]
  • [ 156001-49-9 ]
  • [ 121392-48-1 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; In N,N-dimethyl-formamide; mineral oil; Example 32 1,21-Bis[4-(alpha-hydroperoxyisopropyl)-2-methylphenyl]-2,5,8,11,14,17,20-heptaoxaheneicosane To a solution of 354 mg (3.85 mmol) of sodium hydride contained at 60% in mineral oil in dry dimethylformamide (20 ml) was added 1.00 g (3.54 mmol) of hexaethylene glycol, and the mixture was reacted at 40 - 50C for 30 min. Then, 2.06 g (7.79 mmol) of <strong>[156001-49-9]4-bromo-2-methylbenzyl bromide</strong> was added, and the mixture was allowed to react at room temperature for 17 hours. To the reaction solution at 0C was added saturated aqueous solution of ammonium chloride followed by extraction with ethyl acetate. The organic layer was washed with water and concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with ethyl acetate-hexane (1:4) yielded 2.02 g (3.12 mmol) of 1,21-bis(4-bromo-2-methylphenyl)-2,5,8,11,14,17,20-heptaoxaheneicosane.
 

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