Thermo Scientific Pierce SBAP is a short (6.2 angstrom) crosslinker for amine-to-sulfhydryl conjugation via N-hydroxysuccinimide (NHS) ester and bromoacetyl reactive groups.
- Reactive groups: NHS ester and bromoacetyl
- Reactive toward: amino and sulfhydryl groups
- NHS ester reacts with primary amines at pH 7-9 to form a stable amide bond
- Bromacetyl group reacts with sulfhydryl groups at pH > 7.5 to form stable thioether bonds
- Water-insoluble (dissolve first in DMF or DMSO)
- Spacer maintains peptide-like character in the crosslinked species
- Resulting crosslink is susceptible to acid hydrolysis
- Useful for preparing cyclic peptides and peptide conjugates
|Chemical structure of SBAP crosslinking reagent.
- Inman, J.K., et al. (1991). Synthesis of N-alpha-(tertbutoxycarbonyl)-N-epsilon-[N-(bromoacetyl)-beta-alanyl]-L-lysine: Its use in peptide synthesis for placing a bromoacetyl crosslinking function at any desired sequence position. Bioconjugate Chem. 2, 458-463.
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Overview of crosslinking
Chemistry of crosslinking
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