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The application of fluorescent speci...

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The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection.

Record Type:	Electronic resources : Monograph/item
Title/Author:	The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection./
Author:	Xia, Bing.
Description:	242 p.
Notes:	Adviser: Guilford Jones, II.
Contained By:	Dissertation Abstracts International69-10B.
Subject:	Chemistry, Analytical. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3334566
ISBN:	9780549874300

The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection.
Xia, Bing.

The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection. - 242 p.

Adviser: Guilford Jones, II.

Thesis (Ph.D.)--Boston University, 2009.

This dissertation concerns the application of photochemistry in the synthesis of novel tricyclic structures which are analogues of alkaloids. The photophysical studies focused on the unusual mechanism of excited state intramolecular proton transfer (ESIPT). The previously reported ESIPT of a 3-hydroxyflavone (3HF) derivative and the [3+2] dipolar cycloaddition of the resulting oxidopyryllium species with methyl cinnamate inspired extension of the study to aza-analogues of 3HF. Irradiation of 1,2-dimethyl-3-hydroxyquinolinone (DMQ) led to the induced ESIPT product, a 3-oxidoquinolinium species that was, in turn, trapped by [3+2] dipolar cycloaddition with a series of dipolarophiles to give tricyclic (alkaloid-like) products. Photophysical studies were employed to establish a relationship between synthetic reactivity and the rate constant (kq) for quenching of quinolinone fluorescence by dipolarophiles. An efficient method for predicting reactivity resulted from the study, along with procedures for access to novel alkaloid derivatives having challenging structural features.

ISBN: 9780549874300Subjects--Topical Terms:

586156
Chemistry, Analytical.

The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection.
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020 $a 9780549874300
035 $a (UMI)AAI3334566
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100 1 $a Xia, Bing. $3 1030722
245 1 4 $a The application of fluorescent species and their interactions for the development of methods in synthesis and biodetection.
300 $a 242 p.
500 $a Adviser: Guilford Jones, II.
500 $a Source: Dissertation Abstracts International, Volume: 69-10, Section: B, page: 6117.
502 $a Thesis (Ph.D.)--Boston University, 2009.
520 $a This dissertation concerns the application of photochemistry in the synthesis of novel tricyclic structures which are analogues of alkaloids. The photophysical studies focused on the unusual mechanism of excited state intramolecular proton transfer (ESIPT). The previously reported ESIPT of a 3-hydroxyflavone (3HF) derivative and the [3+2] dipolar cycloaddition of the resulting oxidopyryllium species with methyl cinnamate inspired extension of the study to aza-analogues of 3HF. Irradiation of 1,2-dimethyl-3-hydroxyquinolinone (DMQ) led to the induced ESIPT product, a 3-oxidoquinolinium species that was, in turn, trapped by [3+2] dipolar cycloaddition with a series of dipolarophiles to give tricyclic (alkaloid-like) products. Photophysical studies were employed to establish a relationship between synthetic reactivity and the rate constant (kq) for quenching of quinolinone fluorescence by dipolarophiles. An efficient method for predicting reactivity resulted from the study, along with procedures for access to novel alkaloid derivatives having challenging structural features.
520 $a Sensitive and simple bioanalytical methods for rapid quantitative detection of potential biohazards are now required in a number of venues, such as biodefense, environmental monitoring, food processing and microbiological settings. In the second part of this dissertation, the characteristic spectroscopic signature for interaction of thioflavin T (TfT) with suspended bacterial endospores was studied. A fluorescent reporter library was designed and synthesized by a newly developed route using TfT as the lead compound. Besides information regarding structure-activity relationships (SAR), specific spectroscopic reactivity toward important classes of potential bioharzards including not only dormant bacterial spores, but also vegetative bacterial cells, has been achieved employing this panel of fluorescent probes.
590 $a School code: 0017.
650 4 $a Chemistry, Analytical. $3 586156
650 4 $a Chemistry, Organic. $3 516206
650 4 $a Chemistry, Physical. $3 560527
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710 2 $a Boston University. $3 1017454
773 0 $t Dissertation Abstracts International $g 69-10B.
790 $a 0017
790 1 0 $a Jones, Guilford, II, $e advisor
791 $a Ph.D.
792 $a 2009
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3334566