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Bionano Chemistry Lab Muhammad Ehsan (2013652616) Literature meeting Date: 2014-05-02

Enzyme responsive amphiphiles

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Page 1: Enzyme responsive amphiphiles

Bionano Chemistry Lab

Muhammad Ehsan (2013652616)

Literature meeting

Date: 2014-05-02

Page 2: Enzyme responsive amphiphiles

dx.doi.org/10.1021/ja413036q | J. Am. Chem. Soc. XXXX, XXX, XXX−XXX

dx.doi.org/10.1021/ja413036q | J. Am. Chem. Soc. XXXX, XXX, XXX−XXX

Page 3: Enzyme responsive amphiphiles

Introduction

Stimuli-responsive micelles have gained increasing attention due to their potential utilization as nanocarriers for drug delivery.

Responsive materials are inspired

changes in pH, temperature, irradiated light, or their combination

Enzymes as stimuli

Page 4: Enzyme responsive amphiphiles

Encapsulation and release of hydrophobic guests

Figure . Schematic representation of the encapsulation of hydrophobic guests in the hydrophobic core of a smart micel-lar nanocarrier. Upon enzymatic cleavage of the hydrophobic end groups, the nanocarrier disassembles and the guest molecules are released.

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Synthesis of Amphiphilic PEG-Dendron Hybrids

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Self-Assemble into Micelles

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Self-Assembled Structures

Figure S26: TEM micrographs of micelles formed from PEG-dendron

hybrids 1a-c.

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Selectivity of the Enzymatic Activation

Figure : Fluorescence emission intensity of compound 1b is unaffected in the absence of the activating enzyme penicilin G amidase (PGA ) after 12 hours in buffer

Figure : Fluorescence emission intensity of compound 1b is unaf-fected in the presence of 0.66μM of Esterase from porcine liver (PLE enzyme) , which is not capable of breaking amide bond .

Page 9: Enzyme responsive amphiphiles

Micelle Disassembly with Nile Red Fluorescence

Figure . Fluorescence spectra of Nile red (1.25 μM) in the presenceof PEG-dendron hybrid 1b (160 μM) as a function of time after theaddition of the activating enzyme, PGA (0.14 μM). Fluorescenceintensity decreased as Nile red was released into solution.

Page 10: Enzyme responsive amphiphiles

Enzymatic Degradation of the PEG-Dendron Hybrids

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Disassembly and Hydrolysis Rate

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Hypothetical Enzymatic Activation Pathways

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Summary

• New family of amphiphilic PEG-dendron hybrids.

• Enzyme-responsive hybrids and their self assembled micelles have great potential in the field of drug delivery.

• Disassembly and release rates depended on the CMC.