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N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-2-chlorotrityl-D-tyrosine

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Identification

Structural Formula
N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-2-chlorotrityl-D-tyrosine
CAS:
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Molecular Formula:
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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. 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. 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: 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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ABCR GmbH & Co. KG

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