Identification of glucopyranosyl‐β‐1,4‐glucopyranosyl‐β‐1‐N‐oxindole‐3‐acetyl‐N‐aspartic acid, a new IAA catabolite, by liquid chromatography/tandem mass spectrometry
作者： Anders Östin , Carmen Catalá , Jesus Chamarro , Göran Sandberg
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摘要: [5-3H,13C6] Indole-3-acetic acid was fed to immature pericarp segments from fruits of tomato (Lycopersicon esculentum Mill., cv. Moneymaker), resulting, after 24 h incubation, in five radiolabelled peaks when analysed by reversed-phase high-performance liquid chromatography with radiocounting. The fractions were numbered order decreasing polarity. Fractions 4 and 5 had earlier been shown contain indole-3-acetyl-N-aspartic indole-3-acetyl-O-glucose. Based on results strong alkaline hydrolysis, it concluded that 1 3 an amide conjugate a modified indole ring. This paper presents data supporting the structure labelled compounds be diastereomers glucopyranosyl-β-1,4-glucopyranosyl-β-1-N-oxindole-3-acetyl-N-aspartic acid. identification glucopyranosyl-β-1-N-oxindole-3-acetyl-N-aspartic fraction 2 is also reported. These structures elucidated chromatography/frit fast atom bombardment tandem mass spectrometry.
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sci-hub.se 参考文章(24)
William S. York, Alan G. Darvill, Michael McNeil, Thomas T. Stevenson, Peter Albersheim, Isolation and characterization of plant cell walls and cell wall components Methods in Enzymology. ,vol. 118, pp. 3- 40 ,(1986) , 10.1016/0076-6879(86)18062-1
Carl G. Hellerqvist, [30] Linkage analysis using lindberg method Mass Spectrometry. ,vol. 193, pp. 554- 573 ,(1990) , 10.1016/0076-6879(90)93438-Q
A.H. Beckett, R.W. Daisley, J. Walker, Substituted oxindole—I Tetrahedron. ,vol. 24, pp. 6093- 6109 ,(1968) , 10.1016/S0040-4020(01)96342-2
Identification of 3-Hydroxy-2-indolone-3-acetylaspartic Acid as a New Indole-3-acetic Acid Metabolite in Vicia Roots Plant and Cell Physiology. ,vol. 27, pp. 559- 562 ,(1986) , 10.1093/OXFORDJOURNALS.PCP.A077133
W C Butts, R L Jolley, Gas-Chromatographic Identification of Urinary Carbohydrates Isolated by Anion-Exchange Chromatography Clinical Chemistry. ,vol. 16, pp. 722- 725 ,(1970) , 10.1093/CLINCHEM/16.8.722
Seiji Tsurumi, Shunji Wada, Dioxindole-3-Acetic Acid Conjugates Formation from Indole-3-Acetylaspartic Acid in Vicia Seedlings Plant and Cell Physiology. ,vol. 27, pp. 1513- 1522 ,(1986)
Seiji Tsurumi, Shunji Wada, Identification of 3-(O-β-Glucosyl)-2-Indolone-3-Acetylaspartic Acid as a New Indole-3-Acetic Acid Metabolite in Vicia Seedlings Plant Physiology. ,vol. 79, pp. 667- 671 ,(1985) , 10.1104/PP.79.3.667
Paul Lewer*, Robert S. Bandurski, Occurrence and metabolism of 7-hydroxy-2-indolinone-3-acetic acid in Zea mays. Phytochemistry. ,vol. 26, pp. 1247- 1250 ,(1987) , 10.1016/S0031-9422(00)81790-2
Joseph Riov, Fritz Bangerth, Metabolism of Auxin in Tomato Fruit Tissue: Formation of High Molecular Weight Conjugates of Oxindole-3-Acetic Acid via the Oxidation of Indole-3-Acetylaspartic Acid. Plant Physiology. ,vol. 100, pp. 1396- 1402 ,(1992) , 10.1104/PP.100.3.1396
Bruno Domon, Catherine E Costello, A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates Glycoconjugate Journal. ,vol. 5, pp. 397- 409 ,(1988) , 10.1007/BF01049915