Spatioselective Modification of Bicompartmental Polymer Particles and Fibers via Huisgen 1,3-Dipolar Cycloaddition

نویسندگان

  • Srijanani Bhaskar
  • Kyung-Ho Roh
  • Xuwei Jiang
  • Gregory L. Baker
  • Joerg Lahann
چکیده

Precise nanoand microscale control of the architecture of biodegradable biomaterials is desirable for several biotechnological applications such as drug delivery, diagnostics, and medical imaging. Herein, we combine electrohydrodynamic co-jetting and highly specific surface modification (via Huisgen 1,3-dipolar cycloaddition) to prepare particles and fibers with spatioselective surface modification. We first prepared biphasic particles and fibers from commercial poly(lactide-co-glycolide) copolymers via electrohydrodynamic co-jetting of two organic solutions loaded with fluorescent macromolecules and acetylene-modified PLGA derivatives. (i) Spatially controlled reaction of poly[lactide-co-(propargyl glycolide)] with O-(2aminoethyl)-O0-(2-azidoethyl)heptaethylene glycol and (ii) subsequent conversion of the newly introduced amino groups with fluorescence probes resulted in particles and fibers with surface modification of one hemisphere only.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A Novel Strategy of Ugi-4CR/Huisgen 1,3-Dipolar Synthesis of 1H-1,2,3-Triazole-Modified Peptidoimetics

In this protocol, we report a novel approach for the synthesis of a new class of heterocyclic 1H-1,2,3-triazole-modified peptidomimetic compounds. The process consists of an Ugi four-component condensation reaction of amines, an isocyanide, an aldehyde and acids followed by a Huisgen 1,3-dipolar cycloaddition reaction with an azide group in the presence of a catalytic amount of CuSO4</...

متن کامل

Comprehensive Review on Huisgen’s Cycloaddition Reactions

The 1,3-Dipolar cycloaddition reactions are the classic reaction in modern synthetic organic chemistry. The concept of these reactions was introduced by Huisgen and his co-workers in the early 1960’s. 1,3-Dipolar cycloaddition reactions are simple but powerful tool for the construction of five membered heterocycles such as isoxazoles, isoxazolines, pyrazoles, pyrazolones, 1,2,4-oxadiazolines et...

متن کامل

Three-Component Procedure for the Synthesis Chiral Spirooxindolopyrrolizidines via Catalytic Highly Enantioselective 1,3-Dipolar Cycloaddition of Azomethineylides and 3-(2-Alkenoyl)-1,3-Oxazolidin-2-ones

The catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reactionof azomethineylides, derived from isatin, with electron-deficient dipolarophilewas described. The process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imi...

متن کامل

Three-Component Procedure for the Synthesis Chiral Spirooxindolopyrrolizidines via Catalytic Highly Enantioselective 1,3-Dipolar Cycloaddition of Azomethineylides and 3-(2-Alkenoyl)-1,3-Oxazolidin-2-ones

The catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reactionof azomethineylides, derived from isatin, with electron-deficient dipolarophilewas described. The process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imi...

متن کامل

Impact of Lewis acid catalyst on the regioselectivity and kinetics of 1,3-dipolar cycloaddition reaction of azidobenzene with acrolein: a theoretical study using DFT

In the present work, impact of Lewis acid (LA) catalysts BF3, BCl3, and BBr3 on the kinetics andregioselectivity of 1,3-dipolar cycloaddition (1,3-DC) reaction between azidobenzene and acroleinwas theoretically studied using B3LYP/6-31G* level. Our results indicate while the uncatalyzed 1,3-DC reaction under investigation takes place via a non-polar, non-regioselective, and lowasynchronous proc...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2008