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Synthesis and Solid-Phase Application of a 9-Xanthenyl Handle

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Synthesis and Solid-Phase Application of a 9-Xanthenyl Handle

Csaba Somlai

a

, Pe´ter Hegyes

b

, Ro´bert Fenyö

a

, Ga´bor K. To´th

a

, Botond Penke

a

, and Wolfgang Voelter

c

a University ofSzeged, Department ofMedical Chemistry, Do´m te´r 8, H-6720 Szeged, Hungary

b University ofSzeged, Department ofOrganic Chemistry, Do´m te´r 8, H-6720 Szeged, Hungary

c Abteilung für Physikalische Biochemie, Physiologisch-chemisches Institut der Universität Tübingen, Hoppe-Seyler-Strasse 4, D-72076 Tübingen, Germany Reprint requests to Dr. C. Somlai.

Fax: (36) 62-545 971. E-mail: scsaba@mdche.szote.u-szeged.hu Z. Naturforsch.56 b, 526Ð532 (2001); received November 2, 2000 Polymer Support, Solid-Phase Synthesis, Xanthene

The acid-labile 5-[(9-aminoxanthen-2-yl)oxy]valeric acid was prepared in a six-step route.

The usefulness of the resulting handle was investigated with solid-phase peptide synthesis of cholecystokinin-8 sulfate and the phosphorylated fragment of the ζ-subunit ofthe T-cell receptor complex 138Ð144.

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