Elsevier

Tetrahedron Letters

Volume 42, Issue 16, 16 April 2001, Pages 3001-3004
Tetrahedron Letters

Synthesis of the extracellular Ig domain I of Emmprin carrying a chitobiose unit

https://doi.org/10.1016/S0040-4039(01)00342-2Get rights and content

Abstract

The extracellular Ig domain I of Emmprin (34-94) carrying a chitobiose unit at Asn44 was chemically synthesized. Boc-Asn with a benzyl-protected chitobiose unit was synthesized and used for the preparation of peptide thioester with the sequence of Emmprin (34-58) by Boc strategy. C-Terminal peptide amide (59-94) was also prepared by the solid-phase method. These segments were condensed by activation of the thioester group by silver ions to obtain a protected form of Emmprin (34-94)-NH2. After deprotection and air oxidation, the desired Emmprin (34-94)-NH2 with chitobiose was successfully obtained.

The extracellular first Ig domain of Emmprin (34-94) carrying chitobiose was chemically synthesized by the thioester method.

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