The nitrodibenzofuran chromophore: A new caging group for ultra-efficient photolysis in living cells

Atsuya Momotake; Nicolas Lindegger; Ernst Niggli; Robert J. Barsotti; Graham C.R. Ellis-Davies

doi:10.1038/nmeth821

The nitrodibenzofuran chromophore: A new caging group for ultra-efficient photolysis in living cells

Atsuya Momotake, Nicolas Lindegger, Ernst Niggli, Robert J. Barsotti, Graham C.R. Ellis-Davies

Research output: Contribution to journal › Article › peer-review

189 Scopus citations

Abstract

Photochemical uncaging of bio-active molecules was introduced in 1977, but since then, there has been no substantial improvement in the properties of generic caging chromophores. We have developed a new chromophore, nitrodibenzofuran (NDBF) for ultra-efficient uncaging of second messengers inside cells. Photolysis of a NDBF derivative of EGTA (caged calcium) is about 16 -160 times more efficient than photolysis of the most widely used caged compounds (the quantum yield of photolysis is 0.7 and the extinction coefficient is 18,400 M^-1 cm^-1). Ultraviolet (UV)-laser photolysis of NDBF-EGTA:Ca²⁺ rapidly released Ca²⁺ (rate of 20,000 s^-1) and initiated contraction of skinned guinea pig cardiac muscle. NDBF-EGTA has a two-photon cross-section of ∼0.6 GM and two-photon photolysis induced localized Ca²⁺-induced Ca²⁺ release from the sarcoplasmic recticulum of intact cardiac myocytes. Thus, the NDBF chromophore has great promise as a generic and photochemically efficient protecting group for both one- and two-photon uncaging in living cells.

Original language	English
Pages (from-to)	35-40
Number of pages	6
Journal	Nature Methods
Volume	3
Issue number	1
DOIs	https://doi.org/10.1038/nmeth821
State	Published - Jan 2006
Externally published	Yes

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title = "The nitrodibenzofuran chromophore: A new caging group for ultra-efficient photolysis in living cells",

abstract = "Photochemical uncaging of bio-active molecules was introduced in 1977, but since then, there has been no substantial improvement in the properties of generic caging chromophores. We have developed a new chromophore, nitrodibenzofuran (NDBF) for ultra-efficient uncaging of second messengers inside cells. Photolysis of a NDBF derivative of EGTA (caged calcium) is about 16 -160 times more efficient than photolysis of the most widely used caged compounds (the quantum yield of photolysis is 0.7 and the extinction coefficient is 18,400 M-1 cm-1). Ultraviolet (UV)-laser photolysis of NDBF-EGTA:Ca2+ rapidly released Ca2+ (rate of 20,000 s-1) and initiated contraction of skinned guinea pig cardiac muscle. NDBF-EGTA has a two-photon cross-section of ∼0.6 GM and two-photon photolysis induced localized Ca2+-induced Ca2+ release from the sarcoplasmic recticulum of intact cardiac myocytes. Thus, the NDBF chromophore has great promise as a generic and photochemically efficient protecting group for both one- and two-photon uncaging in living cells.",

author = "Atsuya Momotake and Nicolas Lindegger and Ernst Niggli and Barsotti, {Robert J.} and Ellis-Davies, {Graham C.R.}",

note = "Funding Information: This work was supported by grants from the National Institutes of Health (GM53395), American Heart Association, McKnight Endowment Fund for Neuroscience, Human Frontiers Science Program, the Swiss National Science Foundation (3100-061344) and the PA Tobacco Fund.",

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AU - Barsotti, Robert J.

AU - Ellis-Davies, Graham C.R.

N1 - Funding Information: This work was supported by grants from the National Institutes of Health (GM53395), American Heart Association, McKnight Endowment Fund for Neuroscience, Human Frontiers Science Program, the Swiss National Science Foundation (3100-061344) and the PA Tobacco Fund.

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The nitrodibenzofuran chromophore: A new caging group for ultra-efficient photolysis in living cells

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