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Fmoc-D-Tyr(Clt)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-2-chlorotrityl-D-tyrosine
- Product code:FAA1618
- CAS No.:1272755-49-3
- Formula:C43H34ClNO5
- Molecular weight:680.21 g/mol
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description
The Clt (2-chlorotrityl) protecting group can selectively be removed by treatment with 1% TFA in dichloromethane and silane scavenger. The partially deprotected amino acid can be used for further derivatization, like phosphorylation, sulfonation, PEGylation, or conjugation with glycol building blocks or dyes.
The Trt group can be removed with 1% TFA in dichloromethane (silanes as scavengers) while tBu-type protecting groups stay intact. Resin bound Hse(Trt), Ser(Trt), Thr(Trt), and Tyr(Clt) are versatile building blocks for on-resin side chain modifications, like phosphorylation, sulfonation or PEGylation.
references
Aletras A., Barlos K. et al; Int. J. Pept. Protein Res. 1995; 45(5): 488-496.
Barlos K. et al; Int. J. Pept. Protein Res. 1991; 38(6): 555-561.
Sarah L.M. et al, in „Fmoc Solid Phase Synthesis. A practical approach“, Ed.: Chan W.C., White P.D. Oxford University Press 2000, page 177.
1. Preparation and application of N-Fmoc-O-Trt-hydroxy amino acids for solid-phase synthesis of peptides; K.Barlos, D.Gatos, S.Koutsogianni, W.Schafer, G.Stavropoulos, Y.Wenqing; Tetrahedron Lett. 1991; 32(4): 471-474.
2. Fmoc/Trt-amino acids: comparison to Fmoc/tBu-amino acids in peptide synthesis; K.Barlos, D.Gatos, S.Koutsogianni; J. Pept. Res. 1998; 51(3): 194-200.
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