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N-alpha-(9-Fluorenylmethyloxycarbonyl)-gamma-t-butyl ester-L-glutamyl-N'-(2,4-dimethoxybenzyl)-glycine

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Identification

Structural Formula
N-alpha-(9-Fluorenylmethyloxycarbonyl)-gamma-t-butyl ester-L-glutamyl-N'-(2,4-dimethoxybenzyl)-glycine
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Description

2,4-Dimethoxybenzyl (Dmb) and 2,4,6-trimethoxybenzyl (Tmb) - used for temporary protection of the amide nitrogen of a peptide bond - prevent aggregation during solid phase synthesis. They can also increase peptide cyclization efficiency. Glycine building blocks are available as Fmoc-DmbGly-OH (FAA3390) and Fmoc-TmbGly-OH (FAA3400). For ease of synthesis a dipeptide building block can be used, in order to couple with one process two amino acids. Acidic deprotection methods as normally applied on Wang resin generate the native sequence. References: Johnson, T. et al. J. Peptide Sci. 1995; 1: 11. Clausen, N. et al. in 'Peptide: Chemistry, Structure and Biology', Kaumaya, P.T.P. and Hodges, R.S. (Eds.), Mayflower Scientific Ltd. 1995; 71. Jauch, K. et al. in 'Peptide 1996: Proceeding of the 24th EPS', Ramage, R. and Epton, R. (Eds.), Mayflower Scientific Ltd., 1996; 497. El Haddadi, M. et al. J. Peptide Sci. 2000; 6: 560. Zahariev, S. et al. J. Peptide Sci. 2005; 11: 17.


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