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Vapor deposition polymerization of alpha-amino acids :Processes, properties, and applications.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Vapor deposition polymerization of alpha-amino acids :
Reminder of title:	Processes, properties, and applications.
Author:	Lee, Nancy Hyang-Sil.
Description:	211 p.
Notes:	Adviser: Curtis W. Frank.
Notes:	Source: Dissertation Abstracts International, Volume: 64-03, Section: B, page: 1370.
Contained By:	Dissertation Abstracts International64-03B.
Subject:	Engineering, Chemical.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3085204
ISBN:	049633011X

Vapor deposition polymerization of alpha-amino acids :Processes, properties, and applications.
Lee, Nancy Hyang-Sil.

Vapor deposition polymerization of alpha-amino acids :Processes, properties, and applications. [electronic resource] - 211 p.

Adviser: Curtis W. Frank.

Thesis (Ph.D.)--Stanford University, 2003.

In addition to studying the assembly of polypeptides, we also developed a membrane-based chiral separation system. We modified poly(vinylidene fluoride) (PVDF) and aluminum oxide (Anodisc) ultrafiltration membranes with vapor-deposited poly(amino acids) and investigated the enantioselectivity of these membranes for chiral amino acids (tryptophan, phenylalanine, and tyrosine) and drugs (propranolol, atenolol, and ibuprofen). The membrane selectivity increased as the helical content of the polypeptide increased and the membrane pore size decreased. Dramatic separation of propranolol (enantioselectivity of 34) was achieved using poly(L-glutamic acid)-modified Anodisc membranes, and this chiral recognition is believed to result from a combination of hydrogen bonding, solvation of the aromatic groups, and repulsive steric effects.

ISBN: 049633011XSubjects--Topical Terms:

226989
Engineering, Chemical.

Vapor deposition polymerization of alpha-amino acids :Processes, properties, and applications.
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245 1 0 $a Vapor deposition polymerization of alpha-amino acids : $b Processes, properties, and applications. $h [electronic resource]
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500 $a Source: Dissertation Abstracts International, Volume: 64-03, Section: B, page: 1370.
502 $a Thesis (Ph.D.)--Stanford University, 2003.
520 # $a In addition to studying the assembly of polypeptides, we also developed a membrane-based chiral separation system. We modified poly(vinylidene fluoride) (PVDF) and aluminum oxide (Anodisc) ultrafiltration membranes with vapor-deposited poly(amino acids) and investigated the enantioselectivity of these membranes for chiral amino acids (tryptophan, phenylalanine, and tyrosine) and drugs (propranolol, atenolol, and ibuprofen). The membrane selectivity increased as the helical content of the polypeptide increased and the membrane pore size decreased. Dramatic separation of propranolol (enantioselectivity of 34) was achieved using poly(L-glutamic acid)-modified Anodisc membranes, and this chiral recognition is believed to result from a combination of hydrogen bonding, solvation of the aromatic groups, and repulsive steric effects.
520 # $a In order to study the relationship between polymer conformation and film thickness, kinetics, surface energy, and morphology, we performed vapor deposition to synthesize surface-grafted polypeptides from a wide range of alpha-amino acids: gamma-benzyl-L-glutamate, gamma-methyl-L-glutamate, beta-benzyl-L-aspartate, O-benzyl-L-serine, S-benzyl-L-cysteine, O-benzyl-Lrtyrosine, L-tryptophan, L-phenylglycine, and L-phenylalanine, L-alanine and L-valine were also examined, but surface grafting was not achieved due to the thermal instability of the monomers. Polymer film growth was fit using a Langmuir isotherm model, and a large initial growth rate was observed for helical and parallel beta-sheet structures, while a relatively slow rate was found for anti-parallel beta-sheets. The morphology of the films containing both physisorbed and chemisorbed polypeptides consisted of large domains (1 to 8 mum), while wispy or granular structures were observed for covalently bonded polymers. However, the molecular conformation did not affect the final morphology of the vapor-deposited films.
520 # $a Polypeptides, which are polymers of amino acids, exhibit the same secondary structures (alpha-helix and beta-sheet) as seen in proteins, and they have been the focus of research for the development of new materials for biosensors, microoptical devices, and chiral separations. All these applications require the presence of polymers at interfaces. In this work, our objectives were to understand the properties and characteristics of covalently bonded and physically adsorbed poly(amino acid) films synthesized by vapor deposition onto solid and porous substrates and to examine the selectivity of the deposited polymers for chiral molecules.
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