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Boronic acid porphyrin receptor for ginsenoside sensing.

Publication ,  Journal Article
Hargrove, AE; Reyes, RN; Riddington, I; Anslyn, EV; Sessler, JL
Published in: Organic letters
November 2010

Ginsenoside detection was pursued through the design of a porphyrin receptor containing two boronic acid units. This receptor was found to undergo different degrees of fluorescence quenching with five ginsenoside guests and an acylated derivative. The trends in the 1:1 binding constants, as well as ESI-HRMS analysis, support a binding mode in which the ginsenoside sugar units are bound to the boronic acid groups, while the steroid core and porphyrin ring participate in hydrophobic interactions.

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Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

November 2010

Volume

12

Issue

21

Start / End Page

4804 / 4807

Related Subject Headings

  • Porphyrins
  • Organic Chemistry
  • Molecular Structure
  • Models, Molecular
  • Hydrophobic and Hydrophilic Interactions
  • Ginsenosides
  • Boronic Acids
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Hargrove, A. E., Reyes, R. N., Riddington, I., Anslyn, E. V., & Sessler, J. L. (2010). Boronic acid porphyrin receptor for ginsenoside sensing. Organic Letters, 12(21), 4804–4807. https://doi.org/10.1021/ol1019647
Hargrove, Amanda E., Ryan N. Reyes, Ian Riddington, Eric V. Anslyn, and Jonathan L. Sessler. “Boronic acid porphyrin receptor for ginsenoside sensing.Organic Letters 12, no. 21 (November 2010): 4804–7. https://doi.org/10.1021/ol1019647.
Hargrove AE, Reyes RN, Riddington I, Anslyn EV, Sessler JL. Boronic acid porphyrin receptor for ginsenoside sensing. Organic letters. 2010 Nov;12(21):4804–7.
Hargrove, Amanda E., et al. “Boronic acid porphyrin receptor for ginsenoside sensing.Organic Letters, vol. 12, no. 21, Nov. 2010, pp. 4804–07. Epmc, doi:10.1021/ol1019647.
Hargrove AE, Reyes RN, Riddington I, Anslyn EV, Sessler JL. Boronic acid porphyrin receptor for ginsenoside sensing. Organic letters. 2010 Nov;12(21):4804–4807.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

November 2010

Volume

12

Issue

21

Start / End Page

4804 / 4807

Related Subject Headings

  • Porphyrins
  • Organic Chemistry
  • Molecular Structure
  • Models, Molecular
  • Hydrophobic and Hydrophilic Interactions
  • Ginsenosides
  • Boronic Acids
  • 34 Chemical sciences
  • 03 Chemical Sciences