The Intramolecular Loss of Fluorescence by Lysine Derivatized with Naphthalenedialdehyde
View/ Open
Issue Date
1990-01-01Author
Soper, Steven A.
Chamberlin, Steve
Johnson, Carey K.
Kuwana, Theodore
Publisher
Optical Society of America
Type
Article
Article Version
Scholarly/refereed, publisher version
Published Version
http://www.opticsinfobase.org/as/abstract.cfm?URI=as-44-5-858Metadata
Show full item recordAbstract
Derivatization of primary amines such as amino acids and peptides with naphthalenedialdehyde (NDA) in the presence of cyanide ion yields cyanobenzo[f]-isoindole (CBI) adducts that are highly fluorescent. However, the fluorescence is seriously quenched with amines that possess more than one primary amine site, as is the case with lysine. Although it was found that the adsorption of CBI2-lysine on a solid substrate restored the fluorescence, the reason for the solution quenching, with respect to results for mono-derivatized amines, was investigated. The experiments to probe the quenching were based on the assumption that the mechanism responsible for quenching involved a charge-transfer (CT) excited state. Thus, it was found that the solvent properties of viscosity and polarity affected the lifetime and quantum yield of fluorescence in a manner consistent with the proposed mechanism.
Description
This is the publisher's version, also available electronically from http://www.opticsinfobase.org/as/abstract.cfm?URI=as-44-5-858.
ISSN
0003-7028Collections
Citation
Soper, Steven A.; Chamberlin, Steve; Johnson, Carey K.; Kuwana, Theodore. (1990). "The Intramolecular Loss of Fluorescence by Lysine Derivatized with Naphthalenedialdehyde." Applied Spectroscopy, 44(5):858-863. http://www.opticsinfobase.org/as/abstract.cfm?URI=as-44-5-858
Items in KU ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
We want to hear from you! Please share your stories about how Open Access to this item benefits YOU.