3VHH

Crystal structure of DiMe-biotin-avidin complex

Summary for 3VHH

• Entry DOI: 10.2210/pdb3vhh/pdb
• Related: 3VGW 3VHI 3VHM
• Descriptor: Avidin, 5-[(3aS,4S,6aR)-1,3-dimethyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid, 2-acetamido-2-deoxy-beta-D-glucopyranose, ... (5 entities in total)
• Functional Keywords: beta barrel, biotin-binding protein
• Biological source: Gallus gallus (chicken)
• Cellular location: Secreted: P02701
• Total number of polymer chains: 4
• Total formula weight: 57416.39

Authors

Terai, T.,Maki, E.,Sugiyama, S.,Takahashi, Y.,Matsumura, H.,Mori, Y.,Nagano, T. (deposition date: 2011-08-25, release date: 2011-12-28, Last modification date: 2023-11-08)

Primary citation

Terai, T.,Maki, E.,Sugiyama, S.,Takahashi, Y.,Matsumura, H.,Mori, Y.,Nagano, T.
Rational development of caged-biotin protein-labeling agents and some applications in live cells
Chem.Biol., 18:1261-1272, 2011

PubMed Abstract: Biotin-(strept)avidin complex is widely used in biotechnology because of its extremely high binding constant, but there is no report describing spatiotemporally controlled formation of the complex in live cells. Here, based on X-ray crystal structure analysis and calorimetric data, we designed and synthesized photoreleasable biotins, which show greatly reduced affinity for (strept)avidin, but recover native affinity after UV irradiation. For application at the cell surface, we introduced an amine-reactive moiety into these "caged" biotin molecules. Specific fluorescence imaging of live cells that had been labeled with these agents and then UV-irradiated, was accomplished by addition of streptavidin conjugated with a fluorophore. We also demonstrated the applicability of these compounds for UV-irradiated-cell-specific drug delivery by using caged-biotin-labeled cells, a prodrug, and streptavidin conjugated with a prodrug-activating enzyme.

PubMed: 22035795
DOI: 10.1016/j.chembiol.2011.09.007

Experimental method

X-RAY DIFFRACTION (2.26 Å)