A novel Fmoc-based anchorage for the synthesis of protected peptides on solid phase.
A novel bifunctional compound, 9-(hydroxymethyl)-2-fluoreneacetic acid, was synthesized, coupled to benzhydrylamine-resin, and evaluated for its application to the solid phase synthesis of protected peptide fragments. Anchor-bond cleavage was achieved with 15% piperidine/DMF. A protected heptapeptide, Boc-Val-Val-Ser(Bzl)-His(Tos)-Phe-Asn-Lys-(Z)-OH, corresponding to the sequence (1-7) of rat-transforming growth factor-alpha, was synthesized using this new support with an overall yield of 46%.
Liu
Y Z
YZ
Shanghai Institute of Organic Chemistry, Academia Sinica, China.
Ding
S H
SH
Chu
J Y
JY
Felix
A M
AM
D000596:Amino Acids; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D005449:Fluorenes; D010455:Peptides; D051381:Rats; D012116:Resins, Plant
D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D010455:Peptides; D012116:Resins, Plant