Journal
CHEMBIOCHEM
Volume 15, Issue 10, Pages 1399-1403Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbic.201402051
Keywords
binding proteins; carbohydrates; chemical probes; photoaffinity labeling; photoreactive groups
Funding
- Human Frontier Science Program Foundation
- Ajinomoto scholarship
- Teijin-Kumura scholarship
- Grants-in-Aid for Scientific Research [25560400] Funding Source: KAKEN
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A judicious choice of photoreactive group is critical in successful photoaffinity labeling studies of small molecule-protein interactions. A set of carbohydrate-based photoaffinity probes was prepared to compare the effects of three major photoreactive groups on the efficiency and selectivity of crosslinking a binding protein with low affinity. We showed that, despite the low crosslinking yield, the diazirine probe displayed the high ligand-dependent reactivity consistent with the ideal mechanism of photoaffinity labeling. Moreover, we demonstrated that, among the three photoreactive groups, only the diazirine probe achieved highly selective crosslinking of a low-affinity binding protein in cell lysate.
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