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α ‐Helical Polypeptide Films Grown From Sulfide or Thiol Linkers on Gold Surfaces
Author(s) -
Kittredge Kevin W.,
Minton Mark A.,
Fox Marye Anne,
Whitesell James K.
Publication year - 2002
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(200203)85:3<788::aid-hlca788>3.0.co;2-r
Subject(s) - chemistry , monolayer , x ray photoelectron spectroscopy , moiety , adamantane , sulfide , polymerization , polymer chemistry , thiol , crystallography , crystallite , stereochemistry , organic chemistry , chemical engineering , polymer , biochemistry , engineering
We prepared two new linkers, S‐functionalized adamantane derivatives 2 and 3 , which bind as monolayers on polycrystalline gold. From these surface anchors, both L ‐ and D ‐isomers of alanine can be grown as thin films of α ‐helical polypeptides directed from the gold surface by using the appropriate N ‐carboxyalanine anhydride. FT‐IR Studies show that these layers are roughly 1000‐Å thick and that, under the same growth conditions, the L ‐polypeptide layers grow at a rate ca. 30% greater than that of the non‐natural D ‐amino acid. X‐Ray photoelectron spectroscopy studies show that, upon equilibration, all three S‐atoms of the sulfide moieties of 2 are bound to the gold surface, and that, on average, three of the four thiols of 3 are chemoadsorbed. The essential role of H 2 O on the surface of these films as a necessary component in these gas‐phase polymerization reactions is demonstrated.