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Polydiacetylenyl ?-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine.


ABSTRACT: Selective visualization of arginine and lysine has been explored among 20 amino acids using the hybrid conjugate of ?-cyclodextrin (?-CD) and polydiacetylene (PDA). The mono pentacosa-10,12-diynyl aminomethyl group was successfully coupled to either the primary or the secondary face of ?-CD, where mono-6-amino-6-deoxy-?-CD or mono-3-amino-3-deoxy-?-CD reacted with the N-hydroxysuccinimide ester of 10,12-pentacosadiynoic acid. In this combinatorial system, the cylindrical ?-cyclodextrin functions as a channel for the introduction of the cationic amino acids to the artificial membrane. The membrane perturbation and aggregation by the target amino acids could be exclusively visualized as a blue to red color change based on the responsive polydiacetylene domain. These interesting findings demonstrated that the developed ?-CD conjugated PDA system may offer a new method of cell-penetrating mechanism, a promising vector system, as well as impact the production industry of arginine or lysine.

SUBMITTER: Cho E 

PROVIDER: S-EPMC4977466 | biostudies-literature | 2016 Aug

REPOSITORIES: biostudies-literature

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Polydiacetylenyl β-cyclodextrin based smart vesicles for colorimetric assay of arginine and lysine.

Cho Eunae E   Kim Hwanhee H   Choi Youngjin Y   Paik Seung R SR   Jung Seunho S  

Scientific reports 20160809


Selective visualization of arginine and lysine has been explored among 20 amino acids using the hybrid conjugate of β-cyclodextrin (β-CD) and polydiacetylene (PDA). The mono pentacosa-10,12-diynyl aminomethyl group was successfully coupled to either the primary or the secondary face of β-CD, where mono-6-amino-6-deoxy-β-CD or mono-3-amino-3-deoxy-β-CD reacted with the N-hydroxysuccinimide ester of 10,12-pentacosadiynoic acid. In this combinatorial system, the cylindrical β-cyclodextrin functions  ...[more]

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