A water-soluble diaminostilbene derivative as a two-photon fluorescent probe

Sheng Yao; Katherine J. Schafer-Hales; Ion Cohanoschi; Florencio E. Hernández; Kevin D. Belfield

doi:10.1055/s-2006-948165

A water-soluble diaminostilbene derivative as a two-photon fluorescent probe

Sheng Yao, Katherine J. Schafer-Hales, Ion Cohanoschi, Florencio E. Hernández, Kevin D. Belfield

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

3 Scopus citations

Abstract

A hydrophilic trans-4,4′-diaminostilbene derivative was prepared by the introduction of amideamino peripheral substituents. Very high aqueous solubility was achieved (>15 mM), making it possible as a fluorescent probe for biological imaging. The relatively straightforward synthetic methodology has great potential to transform even large hydrophobic two-photon absorbing chromophores into hydrophilic derivatives. The fluorescence quantum yield of 0.27 for the diaminostilbene in water is sufficiently high for use as a fluorescent probe. In addition, two-photon fluorescence images of NT2 cells stained by this probe were also obtained.

Original language	English (US)
Pages (from-to)	1863-1866
Number of pages	4
Journal	Synlett
Issue number	12
DOIs	https://doi.org/10.1055/s-2006-948165
State	Published - Aug 1 2006
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

Keywords

Fluorescent probe
PAMAM: hydrophilic
Two-photon
Two-photon microscopy
Z-scan

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abstract = "A hydrophilic trans-4,4′-diaminostilbene derivative was prepared by the introduction of amideamino peripheral substituents. Very high aqueous solubility was achieved (>15 mM), making it possible as a fluorescent probe for biological imaging. The relatively straightforward synthetic methodology has great potential to transform even large hydrophobic two-photon absorbing chromophores into hydrophilic derivatives. The fluorescence quantum yield of 0.27 for the diaminostilbene in water is sufficiently high for use as a fluorescent probe. In addition, two-photon fluorescence images of NT2 cells stained by this probe were also obtained.",

keywords = "Fluorescent probe, PAMAM: hydrophilic, Two-photon, Two-photon microscopy, Z-scan",

author = "Sheng Yao and Schafer-Hales, \{Katherine J.\} and Ion Cohanoschi and Hern{\'a}ndez, \{Florencio E.\} and Belfield, \{Kevin D.\}",

year = "2006",

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doi = "10.1055/s-2006-948165",

language = "English (US)",

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journal = "Synlett",

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T1 - A water-soluble diaminostilbene derivative as a two-photon fluorescent probe

AU - Yao, Sheng

AU - Schafer-Hales, Katherine J.

AU - Cohanoschi, Ion

AU - Hernández, Florencio E.

AU - Belfield, Kevin D.

PY - 2006/8/1

Y1 - 2006/8/1

N2 - A hydrophilic trans-4,4′-diaminostilbene derivative was prepared by the introduction of amideamino peripheral substituents. Very high aqueous solubility was achieved (>15 mM), making it possible as a fluorescent probe for biological imaging. The relatively straightforward synthetic methodology has great potential to transform even large hydrophobic two-photon absorbing chromophores into hydrophilic derivatives. The fluorescence quantum yield of 0.27 for the diaminostilbene in water is sufficiently high for use as a fluorescent probe. In addition, two-photon fluorescence images of NT2 cells stained by this probe were also obtained.

AB - A hydrophilic trans-4,4′-diaminostilbene derivative was prepared by the introduction of amideamino peripheral substituents. Very high aqueous solubility was achieved (>15 mM), making it possible as a fluorescent probe for biological imaging. The relatively straightforward synthetic methodology has great potential to transform even large hydrophobic two-photon absorbing chromophores into hydrophilic derivatives. The fluorescence quantum yield of 0.27 for the diaminostilbene in water is sufficiently high for use as a fluorescent probe. In addition, two-photon fluorescence images of NT2 cells stained by this probe were also obtained.

KW - Fluorescent probe

KW - PAMAM: hydrophilic

KW - Two-photon

KW - Two-photon microscopy

KW - Z-scan

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M3 - Article

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SN - 0936-5214

SP - 1863

EP - 1866

JO - Synlett

JF - Synlett

IS - 12

ER -

A water-soluble diaminostilbene derivative as a two-photon fluorescent probe

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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