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Alkyne Tagged Raman Probes for Protein by Chemical Modification Approach
Author(s) -
Ota Chikashi,
Furukawa Takahiro,
Shima Kanako,
Sano Satoshi,
Kuramochi Kouji,
Tsubaki Kazunori,
Noguchi Shintaro,
Takano Kazufumi
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601949
Subject(s) - alkyne , substituent , biomolecule , raman spectroscopy , chemistry , molecule , chemical modification , chemical space , solvent , combinatorial chemistry , nanotechnology , photochemistry , materials science , polymer chemistry , organic chemistry , drug discovery , catalysis , physics , optics , biochemistry
Alkyne probe is one of the useful chemical Raman probes for life science since it has an intense band in a Raman silent region of biomolecules (1800‐2800 cm −1 ) and has a small bulkiness which will not affect the property of the attached molecule. In this paper, we developed the chemical modification method to attach alkyne tagged probe to lysine residues using nucleophilic substitution reaction. We investigated the solvent effect to assess the capability of this newly developed molecular system for the environment sensitive probe. The result of the solvent effect showed that the position of the alkyne band was sensitive to the solvent environment, which indicated the potential to probe the local hydrophobic or hydrophilic environment. In addition, we employed the aromatic substituent effect with the aim of increasing the intensity of alkyne band introducing phenyl groups beside alkyne and succeeded in increasing the intensity of alkyne band over 40 times apparently. On the basis of the property of the attached probe, we worked out the future synthesis strategy to expand this chemical modification to wider applications such as in the cell environment.