Photoaffinity labeling is a chemoproteomics technique used to attach "labels" to the active site of a large molecule, especially a protein. The "label" attaches to the molecule loosely and reversibly, and has an inactive site which can be converted using photolysis into a highly reactive form, which causes the label to bind more permanently to the large molecule via a covalent bond.[1][2] The technique was first described in the 1970s.[3] Molecules that have been used as labels in this process are often analogs of complex molecules, in which certain functional groups are replaced with a photoreactive group, such as an azide, a diazirine or a benzophenone.[4][5][6]
^Photoaffinity labeling
^Photoaffinity labeling, Gold Book
^Ruoho, A. E.; Kiefer, H.; Roeder, P. E.; Singer, S. J. (1973). "The mechanism of photoaffinity labeling". Proceedings of the National Academy of Sciences of the United States of America. 70 (9): 2567–2571. Bibcode:1973PNAS...70.2567R. doi:10.1073/pnas.70.9.2567. PMC 427057. PMID 4517671.
^Bush, J. T.; Walport, L. J.; McGouran, J. F.; Leung, I. K. H.; Berridge, G. (2013). "The Ugi four-component reaction enables expedient synthesis and comparison of photoaffinity probes". Chemical Science. 4 (12): 4115–4120. doi:10.1039/C3SC51708J.
^Panov, M. S.; Voskresenska, V. D.; Ryazantsev, M. N.; Tarnovsky, A. N.; Wilson, R. M. (2013). "5-Azido-2-aminopyridine, a New Nitrene/Nitrenium Ion Photoaffinity Labeling Agent That Exhibits Reversible Intersystem Crossing between Singlet and Triplet Nitrenes". Journal of the American Chemical Society. 135 (51): 19167–19179. doi:10.1021/ja405637b. PMID 24219134.
^Akiyama, S.; Cornwell, M. M.; Kuwano, M.; Pastan, I.; Gottesman, M. M. (1988). "Most drugs that reverse multidrug resistance also inhibit photoaffinity labeling of P-glycoprotein by a vinblastine analog". Molecular Pharmacology. 33 (2): 144–147. PMID 2893251.
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Photoaffinitylabeling is a chemoproteomics technique used to attach "labels" to the active site of a large molecule, especially a protein. The "label"...
photo-reactive, crosslinking reagents. They are often used in photoaffinitylabeling studies to observe a variety of interactions, including ligand-receptor...
specifically labels nucleophilic amino acids in a target's active site, photoaffinitylabeling is non-specific, and thus is applicable to labeling a wider...
isoxazole group is developed as a native photo-cross-linker for photoaffinitylabeling and chemoproteomic studies. Isoxazoles also form the basis for a...
Wofsy L, Metzger H, Singer SJ (November 1962). "Affinity labeling-a general method for labeling the active sites of antibody and enzyme molecules". Biochemistry...
transition state (TS) structures vary. Westheimer introduced the idea of photoaffinitylabeling of the active site of proteins. The identification of the "active...
in androgen receptor (AR) ligand binding assays (LBAs) and as a photoaffinitylabel for the AR. More precisely, metribolone is the 17α-methylated derivative...
9458-9462 Cusson, M.; Prestwich, G.D.; Stay, B.; Tobe, S.S. (1991). "Photoaffinitylabeling of allatostatin receptor proteins in the corpora allata of the cockroach...
(2022). "Developing Isoxazole as a Native Photo-Cross-Linker for PhotoaffinityLabeling and Chemoproteomics". Angew. Chem. Int. Ed. 61 (47): e202209947...
1983). "Oligomeric structure of muscarinic receptors is shown by photoaffinitylabeling: subunit assembly may explain high- and low-affinity agonist states"...
"A simple acromelic acid analog potentially useful for receptor photoaffinitylabeling and biochemical studies". Tetrahedron Letters. 45 (20): 3933–3936...
and ND1 subunits in NADH:ubiquinone oxidoreductase established by photoaffinitylabeling". Biochimica et Biophysica Acta (BBA) - Bioenergetics. 1506 (1):...
early stages of fusion with liposomes as determined by hydrophobic photoaffinitylabeling". Proceedings of the National Academy of Sciences of the United...
in human kidney: kinetic characterization and identification by photoaffinitylabeling". Endocrinology. 137 (11): 4563–70. doi:10.1210/en.137.11.4563....
residues in the receptor and become covalently bound to the receptor. Photoaffinitylabeling "Pharmacology of cell excitation". Biochemical Pharmacology Lecture...
supply the necessary factual basis to support his testimony". Haley has labeled autism as "mad child disease" (akin to mad cow disease), which many autistic...
excessive levels of JH. JHEH is a membrane associated protein, and by photoaffinitylabeling has been shown to be a 50 kDA protein in Manduca sexta. It has been...
covalently crosslinking the inhibitor azidoblebbistatin to its target by photoaffinitylabeling (PAL). Briefly, upon UV illumination, the aryl-azide moiety in azidoblebbistatin...
and ND1 subunits in NADH:ubiquinone oxidoreductase established by photoaffinitylabeling". Biochimica et Biophysica Acta (BBA) - Bioenergetics. 1506 (1):...
JT; Weisman, GA (15 November 1993). "Functional Expression and PhotoaffinityLabeling of a Cloned P2U Purinergic Receptor". Proceedings of the National...
"Activation of Go-proteins by membrane depolarization traced by in situ photoaffinitylabeling of galphao-proteins with [alpha32P]GTP-azidoanilide". The Journal...
ligand-binding domains within the human motilin receptor using photoaffinitylabeling". The Journal of Biological Chemistry. 276 (38): 35518–35522. doi:10...
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