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Synthesis and Characterization of BN...

Boknevitz, Katherine Lynn Michelle.

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Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole./
作者:	Boknevitz, Katherine Lynn Michelle.
出版者:	Ann Arbor : ProQuest Dissertations & Theses, : 2020,
面頁冊數:	192 p.
附註:	Source: Dissertations Abstracts International, Volume: 81-10, Section: B.
Contained By:	Dissertations Abstracts International81-10B.
標題:	Organic chemistry. -
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=27742365
ISBN:	9781658486057

Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole.
Boknevitz, Katherine Lynn Michelle.

Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole. - Ann Arbor : ProQuest Dissertations & Theses, 2020 - 192 p.

Source: Dissertations Abstracts International, Volume: 81-10, Section: B.

Thesis (Ph.D.)--Boston College, 2020.

This item must not be sold to any third party vendors.

Described herein are two projects on the application and effects of BN/CC isosterism on indole-containing compounds. In the first chapter, the synthetic route to an unnatural boron and nitrogen-containing analogue of tryptophan (BN-tryptophan) via late-stage functionalization of BN-indole is disclosed and its spectroscopic properties are reported with respect to the natural amino acid, tryptophan. The incorporation of BN-tryptophan into proteins expressed in E. coli using selective pressure incorporation, a residue specific method of unnatural amino acid incorporation, is then reported and its reactivity and fluorescence in the proteins characterized. In the second chapter, the synthesis of a BN-indole-containing aromatic scaffold is reported and the cation-π binding ability characterized by nuclear magnetic resonance (NMR) monitored titrations is disclosed. The resulting chemical shifts were analyzed using a non-linear curve fitting procedure and the extracted association constants (Ka's) compared with the natural indole scaffold. Computations were also performed to support the titration results.

ISBN: 9781658486057Subjects--Topical Terms:

523952
Organic chemistry.
Subjects--Index Terms:

Azaborine

Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole.
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245 1 0 $a Synthesis and Characterization of BN-Tryptophan and Its Incorporation into Proteins & the Cation-π Binding Ability of BN-Indole.
260 1 $a Ann Arbor : $b ProQuest Dissertations & Theses, $c 2020
300 $a 192 p.
500 $a Source: Dissertations Abstracts International, Volume: 81-10, Section: B.
500 $a Advisor: Liu, Shih-Yuan.
502 $a Thesis (Ph.D.)--Boston College, 2020.
506 $a This item must not be sold to any third party vendors.
520 $a Described herein are two projects on the application and effects of BN/CC isosterism on indole-containing compounds. In the first chapter, the synthetic route to an unnatural boron and nitrogen-containing analogue of tryptophan (BN-tryptophan) via late-stage functionalization of BN-indole is disclosed and its spectroscopic properties are reported with respect to the natural amino acid, tryptophan. The incorporation of BN-tryptophan into proteins expressed in E. coli using selective pressure incorporation, a residue specific method of unnatural amino acid incorporation, is then reported and its reactivity and fluorescence in the proteins characterized. In the second chapter, the synthesis of a BN-indole-containing aromatic scaffold is reported and the cation-π binding ability characterized by nuclear magnetic resonance (NMR) monitored titrations is disclosed. The resulting chemical shifts were analyzed using a non-linear curve fitting procedure and the extracted association constants (Ka's) compared with the natural indole scaffold. Computations were also performed to support the titration results.
590 $a School code: 0016.
650 4 $a Organic chemistry. $3 523952
650 4 $a Chemistry. $3 516420
653 $a Azaborine
653 $a BN/CC isosterism
653 $a Cation-π
653 $a Indole
653 $a Selective pressure incorporation
653 $a Tryptophan
690 $a 0490
690 $a 0485
710 2 $a Boston College. $b GSAS - Chemistry. $3 2094863
773 0 $t Dissertations Abstracts International $g 81-10B.
790 $a 0016
791 $a Ph.D.
792 $a 2020
793 $a English
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=27742365