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Preparation of the very acid-sensitive Fmoc-Lys (Mtt) -OH. Application in the synthesis of side-chain to side-chain cyclic peptides and oligolysine cores suitable for the solid-phase assembly of MAPs and TASPs

Aletras, A.; Barlos, K.; Gatos, D.; Koutsogianni, S.; Mamos, P.

International Journal of Peptide and Protein Research 45(5): 488-496

1995

ISSN/ISBN: 0367-8377
PMID: 7591489
DOI: 10.1111/j.1399-3011.1995.tb01065.x
Accession: 009235843
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N-alpha-9-Fluorenylmethoxycarbonyl-N-epsilon-4-methyltrityl-lysine, (Fmoc-Lys(Mtt)-OH), was prepared in two steps from lysine, in 42% overall yield. The N-epsilon-Mtt function can be quantitatively removed upon treatment with 1% TFA in dichloromethane or with a 1:2:7 mixture of acetic acid/trifluoroethanol/dichloromethane for 30 min and 1 h at room temperature, respectively.

Preparation of the very acid-sensitive Fmoc-Lys(Mtt)-OH. Application in the synthesis of side-chain to side-chain cyclic peptides and oligolysine cores suitable for the solid-phase assembly of MAPs and TASPs

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