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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Salum, María L. Itovich, Lucia M. Erra-Balsells, Rosa |
| Description | Country affiliation: Argentina Author Affiliation: Salum ML ( CIHIDECAR-Departamento de Química Orgánica, FCEN, Universidad de Buenos Aires, Pabellón II, 3er P, Ciudad Universitaria, 1428, Buenos Aires, Argentina.) |
| Abstract | Successful application of matrix-assisted laser desorption/ionization (MALDI) MS started with the introduction of efficient matrices such as cinnamic acid derivatives (i.e. 3,5-dimethoxy-4-hydroxycinnamic acid, SA; -cyano-4-hydroxycinnamic acid). Since the empirical founding of these matrices, other commercial available cinnamic acids with different nature and location of substituents at benzene ring were attempted. Rational design and synthesis of new cinnamic acids have been recently described too. Because the presence of a rigid double bond in its molecule structure, cinnamic acids can exist as two different geometric isomers, the E-form and Z-form. Commercial available cinnamic acids currently used as matrices are the geometric isomers trans or E (E-cinnamic and trans-cinnamic acids). As a new rational design of MALDI matrices, Z-cinnamic acids were synthesized, and their properties as matrices were studied. Their performance was compared with that of the corresponding E-isomer and classical crystalline matrices (3,5-dihydroxybenzoic acid; norharmane) in the analysis of neutral/sulfated carbohydrates. Herein, we demonstrate the outstanding performance for Z-SA. Sulfated oligosaccharides were detected in negative ion mode, and the dissociation of sulfate groups was almost suppressed. Additionally, to better understand the quite different performance of each geometric isomer as matrix, the physical and morphological properties as well as the photochemical stability in solid state were studied. The influence of the E/Z photoisomerization of the matrix during MALDI was evaluated. Finally, molecular modeling (density functional theory study) of the optimized geometry and stereochemistry of E-cinnamic and Z-cinnamic acids revealed some factors governing the analyte-matrix interaction. |
| File Format | HTM / HTML |
| ISSN | 10765174 |
| Issue Number | 11 |
| Volume Number | 48 |
| e-ISSN | 10969888 |
| Journal | Journal of Mass Spectrometry |
| Language | English |
| Publisher | Wiley |
| Publisher Date | 2013-11-01 |
| Publisher Place | Great Britain (UK) |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Discipline Spectroscopy Discipline Chemistry Techniques Cinnamates Chemistry Coumaric Acids Spectrometry, Mass, Matrix-assisted Laser Desorption-ionization Methods Carbohydrates Models, Molecular Stereoisomerism Journal Article Research Support, Non-u.s. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Spectroscopy Medicine |
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