Analysis of Indigo-type compounds in natural dyes by negative ion atmospheric pressure photoionization mass spectrometry

Dyes and Pigments

Volumn 92, Issue 3, 2012, Pages 1192-1198

  Papanastasiou, Malvina ^a   Allen, Norman S ^b   McMahon, Adam ^c   Naegel, Ludwig C A ^d   Edge, Michele ^b   Protopappas, Stavros ^e  

^a INSTITUTE OF MOLECULAR BIOLOGY AND BIOTECHNOLOGY   (Greece)

^b MANCHESTER METROPOLITAN UNIVERSITY   (United Kingdom)

^c UNIVERSITY OF MANCHESTER   (United Kingdom)

^d INSTITUTO POLITÉCNICO NACIONAL   (Mexico)

^e Ministry of Culture Greece   (Greece)

Author keywords

Atmospheric pressure photoionization; Indigo dyes; Mass spectrometry; Molluscs; Tyrian purple

Indexed keywords

ANALYTICAL PROCEDURE; ATMOSPHERIC PRESSURE PHOTO IONIZATION; FRAGMENT IONS; HIGH SENSITIVITY; INDIGO DYE; INDIGO DYES; ION MASS; MASS SPECTRA; MOLLUSCS; NATURAL DYE; REFERENCE SUBSTANCE; SINGLE-ION MONITORING; TYRIAN PURPLE;

ATMOSPHERIC PRESSURE; ATMOSPHERICS; MASS SPECTROMETERS; NEGATIVE IONS; PHOTOIONIZATION;

MASS SPECTROMETRY;

EID: 80053894986     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2011.08.007     Document Type: Article

References (36)

1. K. McLaren The color science of dyes and pigments 2nd ed. 1986 Adam Hilger Ltd Bristol
2. Pliny the Elder, Historia Naturalis, 1929 (book IX, sections 60-65, chs." XXXVI-XLI as translated by Bailey).
3. W. Cole Purple fish Philosophical Transactions of the Royal Society 15 1685 1278 1286
4. J.H. Hofenk de Graaff The colourful past: origins, chemistry and identification of natural dyestuffs 2004 Archetype Publications
5. J.B. Lloyd Royal purple of Tyre Journal of Near Eastern Studies 22 1 1963 104 118
6. E. Schunck Notes on the purple of the ancients. 1. The chromogen of Purpura capillus. 2. Properties of the colouring matter formed by insolation from the chromogen of Purpura capillus Journal of the Chemical Society 35 1879 589 596
7. C.J. Cooksey Tyrian purple: 6,6′-dibromoindigo and related compounds Molecules 6 2001 736 769 (Pubitemid 38990283)
8. P.E. McGovern, J. Lazar, and R.H. Michel Caveats on the analysis of indigoid dyes by mass spectrometry Journal of the Society of Dyers and Colourists 107 1991 280 281
9. P.E. McGovern, J. Lazar, and R.H. Michel The analysis of indigoid dyes by mass spectrometry Journal of the Society of Dyers and Colourists 106 1990 22 25
10. R.H. Michel, J. Lazar, and P.E. McGovern The chemical composition of the indigoid dyes derived from the hypobranchial glandular secretions of Murex molluscs Journal of the Society of Dyers and Colourists 108 1992 145 150
11. D. Grosjean, D.K. Sensharma, and G.R. Cass Fading of colorants by atmospheric pollutants: mass spectrometry studies The Science of the Total Environment 152 2 1994 125 134 (Pubitemid 24231658)
12. B.-C. Liau, T.-T. Jong, M.-R. Lee, and S.-S. Chen LC-APCI-MS method for detection and analysis of tryptanthrin, indigo, and indirubin in Daqingye and Banlangen Journal of Pharmaceutical and Biomedical Analysis 43 2007 346 351 (Pubitemid 44856194)
13. T. Maugard, E. Enaud, P. Choisy, and M.D. Legoy Identification of an indigo precursor from leaves of Isatis tinctoria (Woad) Phytochemistry 58 6 2001 897 904 (Pubitemid 33086215)
14. I. Karapanagiotis, V. de Villemereuil, P. Magiatis, P. Polychronopoulos, K. Vougogiannopoulou, and A.-L. Skaltsounis Identifications of the coloring constituents of four natural indigoid dyes Journal of Liquid Chromatography and Related Technologies 29 2006 1491 1502
15. I. Karapanagiotis Identification of indigoid natural dyestuffs used in art objects by HPLC coupled to APCI-MS American Laboratory 38 3 2006 36 40
16. M. Puchalska, K. Polec-Pawlak, I. Zadrozna, H. Hryszko, and M. Jarosz Identification of indigoid dyes in natural organic pigments used in historical art objects by high-performance liquid chromatography coupled to electrospray ionization mass spectrometry Journal of Mass Spectrometry 39 12 2004 1441 1449 (Pubitemid 39664929)
17. K. Pawlak, M. Puchalska, A. Miszczak, E. Rostoniec, and M. Jarosz Blue natural organic dyestuffs - from textile dyeing to mural painting. Separation and characterization of coloring matters present in elderberry, logwood and indigo Journal of Mass Spectrometry 41 5 2006 613 622 (Pubitemid 44023116)
18. R.E. March, M. Papanastasiou, A.W. McMahon, and N.S. Allen An investigation of paint from a mural in the church of Sainte Madeleine, Manas, France Journal of Mass Spectrometry 46 8 2011 816 820
19. B. Szostek, J. Orska-Gawrys, I. Surowiec, and M. Trojanowicz Investigation of natural dyes occurring in historical Coptic textiles by high-performance liquid chromatography with UV-Vis and mass spectrometric detection Journal of Chromatography A 1012 2 2003 179 192 (Pubitemid 37297598)
20. N. Gandra, A.T. Frank, O. Le Gendre, N. Sawwan, D. Aebisher, and J.F. Liebman Possible singlet oxygen generation from the photolysis of indigo dyes in methanol, DMSO, water, and ionic liquid, 1-butyl-3-methylimidazolium tetrafluoroborate Tetrahedron 62 46 2006 10771 10776 (Pubitemid 44486343)
21. D.B. Robb, T.R. Covey, and A.P. Bruins Atmospheric pressure photoionisation: an ionization method for liquid chromatography-mass spectrometry Analytical Chemistry 72 15 2000 3653 3659 (Pubitemid 30614945)
22. D.B. Robb, and M.W. Blades State-of-the-art in atmospheric pressure photoionization for LC/MS Analytica Chimica Acta 627 1 2008 34 49
23. S. Bos, S. van Leeuwen, and U. Karst From fundamentals to applications: recent developments in atmospheric pressure photoionization mass spectrometry Analytical and Bioanalytical Chemistry 384 1 2006 85 99 (Pubitemid 41817846)
24. I. Marchi, S. Rudaz, and J.-L. Veuthey Atmospheric pressure photoionization for coupling liquid-chromatography to mass spectrometry: a review Talanta 78 1 2009 1 18
25. R. Kostiainen, and T.J. Kauppila Effect of eluent on the ionization process in liquid chromatography-mass spectrometry Journal of Chromatography A 1216 4 2009 685 699
26. P. Novotná, J.J. Boon, J. Van der Horst, and V. Pacáková Photodegradation of indigo in dichloromethane solution Coloration Technology 119 2003 121 127 (Pubitemid 36861881)
27. A. Andreotti, I. Bonaduce, M.P. Colombini, and E. Ribechini Characterisation of natural indigo and shellfish purple by mass spectrometric techniques Rapid Communications in Mass Spectrometry 18 11 2004 1213 1220 (Pubitemid 38702388)
28. Z.C. Koren The first optimal all-Murex all-natural purple dyeing in the eastern mediterranean in a millennium and a half Dyes in History and Archaeology 20 2005 136 149
29. R. Withnall, D. Patel, C.J. Cooksey, and L.C.A. Naegel Chemical studies of the purple dye of Purpura pansa Dyes in History and Archaeology 19 2003 109 117
30. J. Wouters, and A. Verhecken High-performance liquid chromatography of blue and purple indigoid natural dyes Journal of the Society of Dyers and Colourists 107 1991 266 269
31. J.T. Baker Tyrian purple - ancient dye, a modern problem Endeavour 32 118 1974 11 17
32. J. Wouters A new method for the analysis of blue and purple dyes in textiles Dyes in History and Archaeology 10 1992 17 21
33. Z.C. Koren HPLC analysis of the natural scale insect, madder and indigoid dyes Journal of the Society of Dyers and Colourists 110 1994 273 277 (Pubitemid 1199044)
34. R.J.H. Clark, and C.J. Cooksey Bromoindirubins: the synthesis and properties of minor components of tyrian purple and the composition of the colorant from Nucella lapillus Journal of the Society of Dyers and Colourists 113 1997 316 321 (Pubitemid 127639250)
35. J.E. Michel-Morfin, and E.A. Chavez Effect of repetitive dye extraction over yield and survival rate of the purple snail Plicopurpura pansa (Gould, 1853) Journal of Shellfish Research 19 2 2000 913 917 (Pubitemid 32122731)
36. L.C.A. Naegel, and C.J. Cooksey Tyrian purple from marine muricids, especially from Plicopurpura pansa Journal of Shellfish Research 21 1 2002 193 200 (Pubitemid 34792159)