Comparing self-assembling and covalent fluorescent boronolectins for the detection of free sialic acid

Stephan M. Levonis, Milton J. Kiefel, Todd A. Houston

Research output: Contribution to journalArticleResearchpeer-review

6 Citations (Scopus)

Abstract

A self-assembling fluorescence sensor with boronic acid functionalities was tested for binding selectivity to the monosaccharide, sialic acid. Working from a previously reported system, a self-assembling system could form an imine in situ that enables a conjugated fluorophore to display a measurable change in fluorescence in the presence of monosaccharide. However, further examination showed that free sugars give a similar fluorescence response to just the m-aminophenylboronic acid moiety on its own. Still, such a self-assembly method may be applicable to cell surface saccharide sensing as aldehydes and ketones are noticeably absent on most cells' exteriors. The original covalent receptor appears best suited for the detection of free sialic acid.

Original languageEnglish
Pages (from-to)1454-1457
Number of pages4
JournalAustralian Journal of Chemistry
Volume64
Issue number11
DOIs
Publication statusPublished - 2011
Externally publishedYes

Fingerprint

N-Acetylneuraminic Acid
Monosaccharides
Fluorescence
Boronic Acids
Imines
Fluorophores
Ketones
Aldehydes
Sugars
Self assembly
Sensors
boronolectin

Cite this

@article{6ef9ef3dc16e48919270826d75ecf003,
title = "Comparing self-assembling and covalent fluorescent boronolectins for the detection of free sialic acid",
abstract = "A self-assembling fluorescence sensor with boronic acid functionalities was tested for binding selectivity to the monosaccharide, sialic acid. Working from a previously reported system, a self-assembling system could form an imine in situ that enables a conjugated fluorophore to display a measurable change in fluorescence in the presence of monosaccharide. However, further examination showed that free sugars give a similar fluorescence response to just the m-aminophenylboronic acid moiety on its own. Still, such a self-assembly method may be applicable to cell surface saccharide sensing as aldehydes and ketones are noticeably absent on most cells' exteriors. The original covalent receptor appears best suited for the detection of free sialic acid.",
author = "Levonis, {Stephan M.} and Kiefel, {Milton J.} and Houston, {Todd A.}",
year = "2011",
doi = "10.1071/CH11296",
language = "English",
volume = "64",
pages = "1454--1457",
journal = "Australian Journal of Chemistry",
issn = "0004-9425",
publisher = "CSIRO",
number = "11",

}

Comparing self-assembling and covalent fluorescent boronolectins for the detection of free sialic acid. / Levonis, Stephan M.; Kiefel, Milton J.; Houston, Todd A.

In: Australian Journal of Chemistry, Vol. 64, No. 11, 2011, p. 1454-1457.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Comparing self-assembling and covalent fluorescent boronolectins for the detection of free sialic acid

AU - Levonis, Stephan M.

AU - Kiefel, Milton J.

AU - Houston, Todd A.

PY - 2011

Y1 - 2011

N2 - A self-assembling fluorescence sensor with boronic acid functionalities was tested for binding selectivity to the monosaccharide, sialic acid. Working from a previously reported system, a self-assembling system could form an imine in situ that enables a conjugated fluorophore to display a measurable change in fluorescence in the presence of monosaccharide. However, further examination showed that free sugars give a similar fluorescence response to just the m-aminophenylboronic acid moiety on its own. Still, such a self-assembly method may be applicable to cell surface saccharide sensing as aldehydes and ketones are noticeably absent on most cells' exteriors. The original covalent receptor appears best suited for the detection of free sialic acid.

AB - A self-assembling fluorescence sensor with boronic acid functionalities was tested for binding selectivity to the monosaccharide, sialic acid. Working from a previously reported system, a self-assembling system could form an imine in situ that enables a conjugated fluorophore to display a measurable change in fluorescence in the presence of monosaccharide. However, further examination showed that free sugars give a similar fluorescence response to just the m-aminophenylboronic acid moiety on its own. Still, such a self-assembly method may be applicable to cell surface saccharide sensing as aldehydes and ketones are noticeably absent on most cells' exteriors. The original covalent receptor appears best suited for the detection of free sialic acid.

UR - http://www.scopus.com/inward/record.url?scp=81255195664&partnerID=8YFLogxK

U2 - 10.1071/CH11296

DO - 10.1071/CH11296

M3 - Article

VL - 64

SP - 1454

EP - 1457

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 11

ER -