{"id":{"repo_id":"greenwich","oai_identifier":"oai:gala.gre.ac.uk:6207"},"canonical_url":"https://search.dev.ndltd.org/etd/greenwich/oai:gala.gre.ac.uk:6207","repository":{"repo_id":"greenwich","name":"University of Greenwich","base_url":"https://gala.gre.ac.uk/cgi/oai2"},"display":{"title":"Experimental spectroscopic and theoretical studies of amino acid derivatives","abstract":"Experimental vibrational/electronic circular dichroism spectroscopic and theoretical studies of amino acid derivatives, i.e. N-acetyl-L-Asp, N-acetyl-L-Glu, and di-amino acid peptide/derivatives, i.e. L-Asp-L-Glu, a-N-acetyl-L-Asp-L-Glu, and ß-N-acetyl-L-Asp-L-Glu are reported. The calculated structures for N-acetyl-L-Asp and N-acetyl-L-Glu differ. The conformation of the trans amide moiety changes with the carbon chain length of the side chain of the amino acid derivatives. In the computed structures of N-acetyl-L-Asp and N-acetyl-L-Glu all backbone atoms are in-plane, except the side chain group; with respect to C2-C3 they both possess a staggered conformation. In addition both the N-acetyl and the side chain carboxylic acid groups are present in the anti-periplanar (i.e. anti- or trans-conformation). The amide I band occurs in the IR and Raman spectra of N-acetyl-L-Asp as a strong band at 1646 cm-1. In the case of N-acetyl-L-Glu it occurs as a weak, broad band at 1690 cm-1 in the solid state Raman spectrum; in the solution state Raman spectrum the amide I band is blue shifted, and presented at 1728 cm-1. The two different wavenumbers for C=O stretching vibrations, for both molecules, indicate that the two carboxylic acid groups are in different environments. According to DFT band assignments, the amide I bands are predicted at 1679 1682 cm-1 for N-acetyl-L-Asp and N-acetyl-L-Glu, respectively. A band due to the trans amide II mode is found at ˜1545 cm-1 for N-acetyl-L-Asp in the IR spectrum and for N-acetyl-L-Glu at ˜1575 cm-1 in both solid state IR and Raman spectra. The amide II mode is not observed in the solid or solution state Raman spectra of N-acetyl-L-Asp. In the solution state Raman spectrum of N-acetyl-L-Glu, the amide II mode is blue shifted and occurs at 1647 cm-1. The calculated wavenumber value for the amide II mode is ˜1482 cm-1 for both amino acid derivatives. The amide III mode for N-acetyl-L-Asp is found at 1229 cm-1 in both solid state IR and Raman spectra. In the solution state Raman spectrum, this is found as a very weak band at 1238 cm-1. This mode is not observed in the solid state IR and solution Raman spectra of N-acetyl-L-Glu, but it appears at 1233 cm-1 in the solid state Raman spectrum. According to DFT calculations, the amide III mode is predicted at ˜1210 cm-1 for both acetyl derivatives. The calculated vibrational spectra of L-Asp-L-Glu show a good fit with the experimentally recorded vibrational spectra. For example, the predicted and observed wavenumbers for amide I and amide II modes are similar i.e. observed values for amide I mode are at 1676 and 1692 cm-1 for solid state IR/Raman and solution state Raman spectra, respectively, and the predicted value is 1693 cm-1.","abstract_html":"Experimental vibrational/electronic circular dichroism spectroscopic and theoretical studies of amino acid derivatives, i.e. N-acetyl-L-Asp, N-acetyl-L-Glu, and di-amino acid peptide/derivatives, i.e. L-Asp-L-Glu, a-N-acetyl-L-Asp-L-Glu, and ß-N-acetyl-L-Asp-L-Glu are reported. The calculated structures for N-acetyl-L-Asp and N-acetyl-L-Glu differ. The conformation of the trans amide moiety changes with the carbon chain length of the side chain of the amino acid derivatives. In the computed structures of N-acetyl-L-Asp and N-acetyl-L-Glu all backbone atoms are in-plane, except the side chain group; with respect to C2-C3 they both possess a staggered conformation. In addition both the N-acetyl and the side chain carboxylic acid groups are present in the anti-periplanar (i.e. anti- or trans-conformation). The amide I band occurs in the IR and Raman spectra of N-acetyl-L-Asp as a strong band at 1646 cm-1. In the case of N-acetyl-L-Glu it occurs as a weak, broad band at 1690 cm-1 in the solid state Raman spectrum; in the solution state Raman spectrum the amide I band is blue shifted, and presented at 1728 cm-1. The two different wavenumbers for C=O stretching vibrations, for both molecules, indicate that the two carboxylic acid groups are in different environments. According to DFT band assignments, the amide I bands are predicted at 1679 1682 cm-1 for N-acetyl-L-Asp and N-acetyl-L-Glu, respectively. A band due to the trans amide II mode is found at ˜1545 cm-1 for N-acetyl-L-Asp in the IR spectrum and for N-acetyl-L-Glu at ˜1575 cm-1 in both solid state IR and Raman spectra. The amide II mode is not observed in the solid or solution state Raman spectra of N-acetyl-L-Asp. In the solution state Raman spectrum of N-acetyl-L-Glu, the amide II mode is blue shifted and occurs at 1647 cm-1. The calculated wavenumber value for the amide II mode is ˜1482 cm-1 for both amino acid derivatives. The amide III mode for N-acetyl-L-Asp is found at 1229 cm-1 in both solid state IR and Raman spectra. In the solution state Raman spectrum, this is found as a very weak band at 1238 cm-1. This mode is not observed in the solid state IR and solution Raman spectra of N-acetyl-L-Glu, but it appears at 1233 cm-1 in the solid state Raman spectrum. According to DFT calculations, the amide III mode is predicted at ˜1210 cm-1 for both acetyl derivatives. The calculated vibrational spectra of L-Asp-L-Glu show a good fit with the experimentally recorded vibrational spectra. For example, the predicted and observed wavenumbers for amide I and amide II modes are similar i.e. observed values for amide I mode are at 1676 and 1692 cm-1 for solid state IR/Raman and solution state Raman spectra, respectively, and the predicted value is 1693 cm-1.","abstract_has_math":false,"creators":["Kausar, Nighat"],"institution":"University of Greenwich","degree_name":"phd","degree_level":"doctoral","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2008,"date_issued":"2008","date_published":"2008","updated_at":"2026-07-24T02:25:36Z","subjects":["RS Pharmacy and materia medica"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":null,"outbound_label":null,"outbound_source":null},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Kausar, Nighat"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2008"]},{"key":"dc:date.issued","label":"Date","values":["2008"]},{"key":"dc:publisher.commercial","label":"Dc Publisher Commercial","values":["University of Greenwich,"]},{"key":"dc:publisher.department","label":"Dc Publisher Department","values":["School of Science"]},{"key":"dc:publisher.institution","label":"Dc Publisher Institution","values":["University of Greenwich"]},{"key":"dc:relation.isreferencedby","label":"Dc Relation Isreferencedby","values":["https://gala.gre.ac.uk/id/eprint/6207/"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.qualificationlevel","label":"Dc Type Qualificationlevel","values":["doctoral"]},{"key":"dc:type.qualificationname","label":"Dc Type Qualificationname","values":["phd"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["RS Pharmacy and materia medica"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["Experimental vibrational/electronic circular dichroism spectroscopic and theoretical studies of amino acid derivatives, i.e. N-acetyl-L-Asp, N-acetyl-L-Glu, and di-amino acid peptide/derivatives, i.e. L-Asp-L-Glu, a-N-acetyl-L-Asp-L-Glu, and ß-N-acetyl-L-Asp-L-Glu are reported. The calculated structures for N-acetyl-L-Asp and N-acetyl-L-Glu differ. The conformation of the trans amide moiety changes with the carbon chain length of the side chain of the amino acid derivatives. In the computed structures of N-acetyl-L-Asp and N-acetyl-L-Glu all backbone atoms are in-plane, except the side chain group; with respect to C2-C3 they both possess a staggered conformation. In addition both the N-acetyl and the side chain carboxylic acid groups are present in the anti-periplanar (i.e. anti- or trans-conformation). The amide I band occurs in the IR and Raman spectra of N-acetyl-L-Asp as a strong band at 1646 cm-1. In the case of N-acetyl-L-Glu it occurs as a weak, broad band at 1690 cm-1 in the solid state Raman spectrum; in the solution state Raman spectrum the amide I band is blue shifted, and presented at 1728 cm-1. The two different wavenumbers for C=O stretching vibrations, for both molecules, indicate that the two carboxylic acid groups are in different environments. According to DFT band assignments, the amide I bands are predicted at 1679 1682 cm-1 for N-acetyl-L-Asp and N-acetyl-L-Glu, respectively. A band due to the trans amide II mode is found at ˜1545 cm-1 for N-acetyl-L-Asp in the IR spectrum and for N-acetyl-L-Glu at ˜1575 cm-1 in both solid state IR and Raman spectra. The amide II mode is not observed in the solid or solution state Raman spectra of N-acetyl-L-Asp. In the solution state Raman spectrum of N-acetyl-L-Glu, the amide II mode is blue shifted and occurs at 1647 cm-1. The calculated wavenumber value for the amide II mode is ˜1482 cm-1 for both amino acid derivatives. The amide III mode for N-acetyl-L-Asp is found at 1229 cm-1 in both solid state IR and Raman spectra. In the solution state Raman spectrum, this is found as a very weak band at 1238 cm-1. This mode is not observed in the solid state IR and solution Raman spectra of N-acetyl-L-Glu, but it appears at 1233 cm-1 in the solid state Raman spectrum. According to DFT calculations, the amide III mode is predicted at ˜1210 cm-1 for both acetyl derivatives. The calculated vibrational spectra of L-Asp-L-Glu show a good fit with the experimentally recorded vibrational spectra. For example, the predicted and observed wavenumbers for amide I and amide II modes are similar i.e. observed values for amide I mode are at 1676 and 1692 cm-1 for solid state IR/Raman and solution state Raman spectra, respectively, and the predicted value is 1693 cm-1."]},{"key":"dc:title","label":"Title","values":["Experimental spectroscopic and theoretical studies of amino acid derivatives"]}]}],"canonical_facts":{"dc:creator":["Kausar, Nighat"],"dc:date":["2008"],"dc:date.issued":["2008"],"dc:description.abstract":["Experimental vibrational/electronic circular dichroism spectroscopic and theoretical studies of amino acid derivatives, i.e. N-acetyl-L-Asp, N-acetyl-L-Glu, and di-amino acid peptide/derivatives, i.e. L-Asp-L-Glu, a-N-acetyl-L-Asp-L-Glu, and ß-N-acetyl-L-Asp-L-Glu are reported. The calculated structures for N-acetyl-L-Asp and N-acetyl-L-Glu differ. The conformation of the trans amide moiety changes with the carbon chain length of the side chain of the amino acid derivatives. In the computed structures of N-acetyl-L-Asp and N-acetyl-L-Glu all backbone atoms are in-plane, except the side chain group; with respect to C2-C3 they both possess a staggered conformation. In addition both the N-acetyl and the side chain carboxylic acid groups are present in the anti-periplanar (i.e. anti- or trans-conformation). The amide I band occurs in the IR and Raman spectra of N-acetyl-L-Asp as a strong band at 1646 cm-1. In the case of N-acetyl-L-Glu it occurs as a weak, broad band at 1690 cm-1 in the solid state Raman spectrum; in the solution state Raman spectrum the amide I band is blue shifted, and presented at 1728 cm-1. The two different wavenumbers for C=O stretching vibrations, for both molecules, indicate that the two carboxylic acid groups are in different environments. According to DFT band assignments, the amide I bands are predicted at 1679 1682 cm-1 for N-acetyl-L-Asp and N-acetyl-L-Glu, respectively. A band due to the trans amide II mode is found at ˜1545 cm-1 for N-acetyl-L-Asp in the IR spectrum and for N-acetyl-L-Glu at ˜1575 cm-1 in both solid state IR and Raman spectra. The amide II mode is not observed in the solid or solution state Raman spectra of N-acetyl-L-Asp. In the solution state Raman spectrum of N-acetyl-L-Glu, the amide II mode is blue shifted and occurs at 1647 cm-1. The calculated wavenumber value for the amide II mode is ˜1482 cm-1 for both amino acid derivatives. The amide III mode for N-acetyl-L-Asp is found at 1229 cm-1 in both solid state IR and Raman spectra. In the solution state Raman spectrum, this is found as a very weak band at 1238 cm-1. This mode is not observed in the solid state IR and solution Raman spectra of N-acetyl-L-Glu, but it appears at 1233 cm-1 in the solid state Raman spectrum. According to DFT calculations, the amide III mode is predicted at ˜1210 cm-1 for both acetyl derivatives. The calculated vibrational spectra of L-Asp-L-Glu show a good fit with the experimentally recorded vibrational spectra. For example, the predicted and observed wavenumbers for amide I and amide II modes are similar i.e. observed values for amide I mode are at 1676 and 1692 cm-1 for solid state IR/Raman and solution state Raman spectra, respectively, and the predicted value is 1693 cm-1."],"dc:publisher.commercial":["University of Greenwich,"],"dc:publisher.department":["School of Science"],"dc:publisher.institution":["University of Greenwich"],"dc:relation.isreferencedby":["https://gala.gre.ac.uk/id/eprint/6207/"],"dc:subject":["RS Pharmacy and materia medica"],"dc:title":["Experimental spectroscopic and theoretical studies of amino acid derivatives"],"dc:type":["Thesis"],"dc:type.qualificationlevel":["doctoral"],"dc:type.qualificationname":["phd"]},"updated_at":"2026-07-24T02:25:36Z"}