Triisopropyl silane (TIPS) is an organosilicon compound with the formula (i-Pr)3SiH (i-Pr = isopropyl). This colorless liquid is used as a scavenger in peptide synthesis. It can also act as a mild reducing agent.

In peptide synthesis, TIPS is used as a scavenger for peptide groups being removed from the peptide sequence at the global deprotection. TIPS is able to scavenge carbocations formed in the deprotection of a peptide as it can act as a hydride donor in acidic conditions.[1] Silanes may be preferred as scavengers in place of sulfur-based scavengers.

References

  1. ^ Pearson, Daniel A.; Blanchette, Mary; Baker, Mary Lou; Guindon, Cathy A. (1989). "Trialkylsilanes as scavengers for the trifluoroacetic acid deblocking of protecting groups in peptide synthesis". Tetrahedron Letters. 30 (21): 2739–2742. doi:10.1016/s0040-4039(00)99113-5.
Allikas: http://en.wikipedia.org/wiki/Triisopropylsilane
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