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    The Intramolecular Loss of Fluorescence by Lysine Derivatized with Naphthalenedialdehyde

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    JohnsonC_AS_44(5)858.pdf (662.3Kb)
    Issue Date
    1990-01-01
    Author
    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-44-5-858
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    Abstract
    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.
    URI
    http://hdl.handle.net/1808/16120
    ISSN
    0003-7028
    Collections
    • Center for Russian, East European, and Eurasian Studies Scholarly Publications [557]
    • Chemistry Scholarly Works [552]
    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

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    KU Libraries
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    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
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    Contact KU ScholarWorks
    785-864-8983
    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    Image Credits
     

     

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