Formation of stable vesicles from N-or 3-alkylindoles: possible evidence for tryptophan as a membrane anchor in proteins

…, SL De Wall, WB Edwards, S Lalitha…

Index: Abel, Ernesto; De Wall, Stephen L.; Edwards, W. Barry; Lalitha; Covey, Douglas F.; Gokel, George W. Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5901 - 5909

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Citation Number: 31

Abstract

Twelve indole derivatives have been prepared and studied. Five were 1-substituted: 1, methyl; 2, n-hexyl; 3, n-octyl; 4, n-octadecyl; and 5, cholestanyloxycarbonylmethyl. Four were 3-substituted: 6, methyl; 7, n-hexyl; 8, n-octyl; and 9, n-octadecyl. Three were disubstituted as follows: 10, 1-n-decyl-3-n-decyl; 11, 1-methyl-3-n-decyl; and 12, 1, 3-bis (n-octadecyl) indole. Sonication of aqueous suspensions afforded stable aggregates from 3-5 and 8-12. ...