Separation and structure of petroporphyrins

Barwise, A.J.G.; Whitehead, E. V.

doi:10.1016/0079-1946(79)90102-2

Cited by 37 publications

(30 citation statements)

References 16 publications

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“…These compounds have been used to study the structure and degradation processes of tetrapyrroles [e.g. 22,[23][24][25]. Maleimides have also been detected in environmental samples, where they have been used as indicators of algal productivity, water column properties (i.e.…”

Section: Introductionmentioning

confidence: 99%

A new method for the rapid analysis of 1H-Pyrrole-2,5-diones (maleimides) in environmental samples by two-dimensional gas chromatography time-of-flight mass spectrometry

Naeher

Lengger

Grice

2016

Journal of Chromatography A

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. A new method for the rapid analysis of 1H-Pyrrole-2,5-diones (maleimides) in environmental samples by two-dimensional gas chromatography time-of-flight mass spectrometry. Journal of Chromatography A, 1435, 125-135 University of Bristol -Explore Bristol Research General rightsThis document is made available in accordance with publisher policies. Please cite only the published version using the reference above. This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain.

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Section: Introductionmentioning

confidence: 99%

A new method for the rapid analysis of 1H-Pyrrole-2,5-diones (maleimides) in environmental samples by two-dimensional gas chromatography time-of-flight mass spectrometry

Naeher

Lengger

Grice

2016

Journal of Chromatography A

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“…α-Methylbenzomaleimide was assigned by comparing the fragmentation pattern with that of the β-methyl isomer and tentatively quantified by using the peak area/mole ratio of a standard compound of the latter isomer. As pointed out by Barwise and Whitehead (1980), and Martin et al (1980), a relationship between carbon number of side chains on 2-methyl-3-n-alkylmaleimides and the logarithm of their retention times showed a clear discontinuity at C 3 maleimide, as depicted in Fig. 2.…”

Section: Identificationmentioning

confidence: 89%

“…These compounds include a series of 2-methylmaleimides with nalkyl substituents up to C 5 as well as benzomaleimides including α-and β-methylbenzomaleimides, and tetrahydrobenzomaleimide. Methylmaleimides with substituents from C 3 to C 5 were identified by comparing their mass spectra with those reported by Barwise and Whitehead (1980), and Martin et al (1980). α-Methylbenzomaleimide was assigned by comparing the fragmentation pattern with that of the β-methyl isomer and tentatively quantified by using the peak area/mole ratio of a standard compound of the latter isomer.…”

Section: Identificationmentioning

confidence: 99%

“…Nine mass fragmentograms of the oxidative Martin et al (1980) and Barwise and Whitehead (1980). **Named following IUPAC nomenclature.…”

Section: Identificationmentioning

confidence: 99%

“…They detected a homologous series of 2-methylmaleimides with n-alkyl and branched alkyl side chains at 3-position, and discussed the origin of the alkyl groups in relation to diagenetic change of precursor chlorophylls. Barwise and Whitehead (1980) discovered benzomaleimides (phthalimides) from Boscan distillate by using the oxidative degradation method. These compounds were derived from so-called rhodoporphyrins that contain a benzopyrrole or a benzopyrroline ring.…”

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confidence: 99%

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Detection of maleimides and their characteristics in Neogene sediments of the Shinjo basin, Japan.

et al. 2001

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Maleimides were detected in organic solvent extracts and chromic acid oxidation products of Miocene to Pliocene sediments of the Shinjo basin and were very likely degradation products of porphyrins and/or chlorophylls. These maleimides included a series of 2-methylmaleimides with 3-n-alkyl substituents up to C 5 , benzomaleimide (phthalimide) and its methyl homologs, and tetrahydrobenzomaleimide. The total concentrations of free (the organic solvent extractable) and bound (the oxidatively extractable) maleimides ranged from 0.10 to 21 and from 1.5 to 75 nmol g -1 , respectively. The most abundant compound was 2-methyl-3-ethylmaleimide both in free and bound forms in most of the sediments. The concentrations of free and bound maleimides showed different depth profiles from those of the reported extractable organic compounds (EOC) and the total organic carbon (TOC). Their ratios to TOC decreased with increasing depth of the sediments in the oil-generating zone of the sedimentary sequence and were characteristically low in the high EOC/TOC region. The molar compositions of free maleimides did not show marked dependence on the sediment depth, whereas those of the bound forms did. The depth profile of the molar ratio of bound 2,3-dimethyl-to 2-methyl-3-ethylmaleimide showed a clearly increasing trend with depth, which agreed well with those of other widely-accepted maturity parameters.

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