Phenyldiazirine sxLink™ (T2A14)

Phenyldiazirine sxLink™ (T2A14)

Catalog Number:
BRAK456825CEL
Mfr. No.:
CM81401-250UG
Price:
$398
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      • Overview
        • Phenyldiazirine sxLink™ (T2A14) is a proprietary photo-crosslinking reagent developed for studying biomolecular interactions.

          This reagent combines the highly efficient carbene-generating phenyldiazirine group with a cleavable disulfide crosslinking group via a super hydrophilic AqueaTether™ (AqT™) based linker. These structural features make it highly advantageous to use this reagent over traditional photo-crosslinking reagents.

          1. Trifluoromethyl phenyldiazirine (TFMP) group: TFMP photolyzes around 360 nm, at which photodamage to biomolecules is minimized. The generated carbene inserts C–H bonds into the neighboring biomolecular partner within picoseconds. Because the electron-withdrawing trifluoromethyl group confers stability on the intermediate diazo-isomer, no side products are detected under normal labeling conditions.
          2. Reversible disulfide for chemical crosslinking of any biomolecule containing a free thiol.
          3. Hydrophilic AqT™ linkers: TFMP group is highly hydrophobic, biomolecules labeled with a TFMP using a traditional ethylene and ethylene glycol-type linker tend to aggregate and destabilize the labeled protein. T2A14 AqT™ linker is made by linking two threitols together, greatly increasing the hydrophilicity of sxLink™ and its water solubility (2.2 mg/mL saturated solution). The molecule is also more biocompatible with decreased non-specific hydrophobic interactions with other biomolecules, allowing high loading of phenyldiazirine groups.
          The product is sold as a lyophilized powder in either 1 vial of 250 µg (Cat# CM81401-250UG) or 4 vials of 250 µg (Cat# CM81401-4x250UG). One vial of dissolution buffer is included in each configuration.

          Key Features of the Product
          • More hydrophilic than traditional photo-crosslinking reagent, soluble, and biocompatible
          • High loading with minimized aggregation
          • Reversible linkage
          • Contains an efficient carbene-generating photo-crosslinking group

          Please contact us at for specific academic pricing.

          More Details

      • Properties
        • Molecular Weight
          633.66 Da
          Storage
          -20 °C
      • Applications
        • Application Description
          • Labeling biomolecules containing free thiol groups
          • Studying dynamic biomolecule interactions via photo-crosslinking (e.g., studying biological complexes and networks, protein-protein interactions, protein-DNA interactions, small ligand-protein interactions)
      • Reference
        • Protein crosslinking reviews:
          a) Brunner, J. (1993) Annu. Rev. Biochem. 62, 485−514.
          b) Freedman, R. B. (1979) Trends Biochem. Sci. 193–197.
          c) Herrmann, J. M., Westermann, B., Neupert, W. (2001) Methods Cell Biol. 65, 217–230.
          d) Fancy, D. A. (2000) Curr. Opin. Chem. Biol. 4, 28–32.
          e) Fasold, H., Klappenberger, J., Meyer, C., Remold, H. (1971) Angew. Chem. Internat. Edit. 10, 795–801.
          f) Bayley, H. Photogenerated Reagents in Biochemistry and Molecular Biology, Vol. 12. Elsevier, Amsterdam, Neth, 1983.

          3-Trifluoromethyl-3-phenyldiazirine reference:
          Brunner, J., Senn, H. & Richards, F. M. (1980) J. Bio. Chem. 255, 3313−3318.

          Thiol cleavable photo-crosslinking reagents for studying rhodopsin and transducing interactions:
          a) Resek, J. F., Bhattacharya, S. & Khorana, H. G. (1993) J. Org. Chem. 58, 7598−7601.
          b) Resek, J. F., Farrens, D. & Khorana, H. G. (1994) Proc. Natl. Acad. Sci. USA 91, 7643−7647.
          c) Cai, K, Itoh, Y. & Khorana, H. G. (2001) Proc. Natl. Acad. Sci. USA 98, 4877−4882.
          d) Huang Y, Khorana HG. (2003) Mapping of Contact Sites in Interaction between Transducin and Light-Activated Rhodopsin. Presented at 17th Symposium of the Protein Society, July 26–30, Boston, Massachusetts.

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