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Site-Specific Labeling of Proteins with Near-IR Heptamethine Cyanine Dyes.

ABSTRACT: Convenient labeling of proteins is important for observing its function under physiological conditions. In tissues particularly, heptamethine cyanine dyes (Cy-7) are valuable because they absorb in the near-infrared (NIR) region (750⁻900 nm) where light penetration is maximal. In this work, we found Cy-7 dyes with a meso-Cl functionality covalently binding to proteins with free Cys residues under physiological conditions (aqueous environments, at near neutral pH, and 37 °C). It transpired that the meso-Cl of the dye was displaced by free thiols in protein, while nucleophilic side-chains from amino acids like Tyr, Lys, and Ser did not react. This finding shows a new possibility for convenient and selective labeling of proteins with NIR fluorescent probes.

SUBMITTER: Lin CM

PROVIDER: S-EPMC6278338 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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Site-Specific Labeling of Proteins with Near-IR Heptamethine Cyanine Dyes.

Lin Chen-Ming CM Usama Syed Muhammad SM Burgess Kevin K

Molecules (Basel, Switzerland) 20181107 11

Convenient labeling of proteins is important for observing its function under physiological conditions. In tissues particularly, heptamethine cyanine dyes (Cy-7) are valuable because they absorb in the near-infrared (NIR) region (750⁻900 nm) where light penetration is maximal. In this work, we found Cy-7 dyes with a <i>meso</i>-Cl functionality covalently binding to proteins with free Cys residues under physiological conditions (aqueous environments, at near neutral pH, and 37 °C). It transpired ...[more]

PMID: 30405016

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