Synonym: | N-α-Fmoc-N-in-t-Boc-L-tryptophan |
CAS #: | 143824-78-6 |
Molecular Formula: | C31H30N2O6 |
Molecular Weight: | 526.6 |
The use of this protected tryptophan derivative overcomes most of the problems associated with the preparation of Trp containing-peptides by Fmoc SPPS. Cleavage with TFA generates an N-in-carboxy indole which protects the Trp from alkylation and sulfonation. The N-in-carboxy group is removed under aqueous conditions during normal work-up of the peptide. References 1. P. White in “Peptides, Chemistry & Biology, Proc. 12th American Peptide Symposium”, J. A. Smith & J. E. Rivier (Eds), ESCOM, Leiden, 1992, pp. 537. 2. B. Riniker, et al. (1993) Tetrahedron, 49, 9307. 3. T. Johnson, et al. (1993) J. Chem. Soc., Chem. Commun., 369. 4. H. Choi, et al. (1993) Int. J. Peptide Protein Res., 42, 58. 5. C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661. 6. T. Lescrinier, et al. (1995) Lett. Pept. Sci., 2, 225. 7. M. Noda & M. Kiffe (1997) J. Peptide Res., 50, 329. |