| Absorption and fluorescence spectra of ring-substituted indole-3-acetic acids. | |
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MedLine Citation:
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PMID: 15501568 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The absorption and fluorescence spectra of indole-3-acetic acid (1), a plant growth regulator (auxin) and experimental cancer therapeutic, 29 ring-substituted derivatives and the 7-aza analogue (1H-pyrrolo[2,3b]pyridine-3-acetic acid) are compared. Two to four absorbance maxima in the 260-310-nm range are interpreted as overlapping vibronic lines of the 1La<--1A and 1Lb<--1A transitions. Two further maxima in the 200-230-nm region are assigned to the 1Ba<--1A and 1Bb<--1A transitions. 4- and 7-Fluoroindole-3-acetic acid exhibit blue shifts with respect to 1, most other derivatives show red shifts. All indole-3-acetic acids studied, with the exception of chloro-, bromo- and 4- or 7-fluoro-derivatives, fluoresce at 345-370 nm when excited at 275-280 nm. 7-Azaindole-3-acetic acid emits at 411 nm. The fluorescence quantum yield of 6-fluoroindole-3-acetic acid significantly exceeds that of 1 (0.3); the other derivatives have lower quantum yields. The plant-growth promoting activity of the ring-substituted indole-3-acetic acids studied correlates with the position of the 1Bb<--1A transition band. |
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Authors:
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Dejana Carić; Vladislav Tomisić; Marina Kveder; Nives Galić; Greta Pifat; Volker Magnus; Milan Soskić |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Biophysical chemistry Volume: 111 ISSN: 0301-4622 ISO Abbreviation: Biophys. Chem. Publication Date: 2004 Nov |
Date Detail:
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Created Date: 2004-10-25 Completed Date: 2005-06-03 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0403171 Medline TA: Biophys Chem Country: Netherlands |
Other Details:
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Languages: eng Pagination: 247-57 Citation Subset: IM |
Affiliation:
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Faculty of Agronomy, Svetosimunska cesta 25, 10000 Zagreb, Croatia. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Hydrogen-Ion Concentration Indoleacetic Acids / chemistry* Molecular Structure Spectrometry, Fluorescence / methods Spectrophotometry, Ultraviolet / methods |
| Chemical | |
Reg. No./Substance:
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0/Indoleacetic Acids |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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