Cholesterol-linked fluorescent molecular beacons with enhanced cell permeability

Yong Jun Seo; Hyun Seok Jeong; Eun Kyoung Bang; Gil Tae Hwang; Jong Ha Jung; Sung Key Jang; Byeang Hyean Kim

doi:10.1021/bc060078q

Cholesterol-linked fluorescent molecular beacons with enhanced cell permeability

Yong Jun Seo, Hyun Seok Jeong, Eun Kyoung Bang, Gil Tae Hwang, Jong Ha Jung, Sung Key Jang, Byeang Hyean Kim

Pohang University of Science and Technology

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

We appended pyrene units covalently onto adenosine (forming A^P units) and then incorporated them into oligonucleotides such that they were positioned in complementary locations in opposite strands in the middle positions of hairpin stems. System 1 (A^PA^P) behaves as an effective molecular beacon (MB) that changes color from green to blue upon duplex formation. In addition, we attached a cholesterol unit to a free terminus of one of these hairpins; this approach enhanced the cellular delivery of the modified MB relative to those encountered when using conventional transfection methods. These structurally simple cholesterol-based MB systems, which can be synthesized very efficiently, have good potential for opening up new and exciting opportunities in the field of in vivo biosensors.

Original language	English
Pages (from-to)	1151-1155
Number of pages	5
Journal	Bioconjugate Chemistry
Volume	17
Issue number	5
DOIs	https://doi.org/10.1021/bc060078q
State	Published - 2006

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title = "Cholesterol-linked fluorescent molecular beacons with enhanced cell permeability",

abstract = "We appended pyrene units covalently onto adenosine (forming AP units) and then incorporated them into oligonucleotides such that they were positioned in complementary locations in opposite strands in the middle positions of hairpin stems. System 1 (APAP) behaves as an effective molecular beacon (MB) that changes color from green to blue upon duplex formation. In addition, we attached a cholesterol unit to a free terminus of one of these hairpins; this approach enhanced the cellular delivery of the modified MB relative to those encountered when using conventional transfection methods. These structurally simple cholesterol-based MB systems, which can be synthesized very efficiently, have good potential for opening up new and exciting opportunities in the field of in vivo biosensors.",

author = "Seo, {Yong Jun} and Jeong, {Hyun Seok} and Bang, {Eun Kyoung} and Hwang, {Gil Tae} and Jung, {Jong Ha} and Jang, {Sung Key} and Kim, {Byeang Hyean}",

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T1 - Cholesterol-linked fluorescent molecular beacons with enhanced cell permeability

AU - Seo, Yong Jun

AU - Jeong, Hyun Seok

AU - Bang, Eun Kyoung

AU - Hwang, Gil Tae

AU - Jung, Jong Ha

AU - Jang, Sung Key

AU - Kim, Byeang Hyean

PY - 2006

Y1 - 2006

N2 - We appended pyrene units covalently onto adenosine (forming AP units) and then incorporated them into oligonucleotides such that they were positioned in complementary locations in opposite strands in the middle positions of hairpin stems. System 1 (APAP) behaves as an effective molecular beacon (MB) that changes color from green to blue upon duplex formation. In addition, we attached a cholesterol unit to a free terminus of one of these hairpins; this approach enhanced the cellular delivery of the modified MB relative to those encountered when using conventional transfection methods. These structurally simple cholesterol-based MB systems, which can be synthesized very efficiently, have good potential for opening up new and exciting opportunities in the field of in vivo biosensors.

AB - We appended pyrene units covalently onto adenosine (forming AP units) and then incorporated them into oligonucleotides such that they were positioned in complementary locations in opposite strands in the middle positions of hairpin stems. System 1 (APAP) behaves as an effective molecular beacon (MB) that changes color from green to blue upon duplex formation. In addition, we attached a cholesterol unit to a free terminus of one of these hairpins; this approach enhanced the cellular delivery of the modified MB relative to those encountered when using conventional transfection methods. These structurally simple cholesterol-based MB systems, which can be synthesized very efficiently, have good potential for opening up new and exciting opportunities in the field of in vivo biosensors.

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SN - 1043-1802

VL - 17

SP - 1151

EP - 1155

JO - Bioconjugate Chemistry

JF - Bioconjugate Chemistry

IS - 5

ER -

Cholesterol-linked fluorescent molecular beacons with enhanced cell permeability

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