4.5 Article

Synthesis and photophysical properties of new SNARF derivatives as dual emission pH sensors

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 21, Issue 6, Pages 1663-1666

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2011.01.105

Keywords

SNARF; pH indicator; Ratiometry; Near infrared; Cell permeability

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan [21710232]
  2. Grants-in-Aid for Scientific Research [21710232] Funding Source: KAKEN

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We report the synthesis and properties of two new seminaphthorhodafluor (SNARF) derivatives, SNARF-F and SNARF-Cl. Both these derivatives exhibit typical red shifts of absorption and fluorescence, and higher cell permeability as compared to traditional SNARF, while the pH-dependent dual-emission characteristics are well retained. In particular, the lower pK(a) (7.38) of SNARF-F makes it more suitable than traditional SNARF derivatives for intracellular applications. (C) 2011 Elsevier Ltd. All rights reserved.

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