Identification of steranes and tritepanes in geolipid extracts by high-resolution gas chromatography and mass spectrometry

Kimble, B. J.; Maxwell, James R.; Philp, R. Paul; Eglinton, G.

doi:10.1016/0009-2541(74)90127-2

Cited by 62 publications

(17 citation statements)

References 22 publications

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“…X X X X X X X X XX X X X X X X X X X X X X X X X X XX XXX XX XXX XX XXX X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X X XXX X X X X symmetrical nucleus. The more intense 191 ion probably results from the D and E ring fragment (Kimble et al, 1974). The presence of intense ions at 79, five six = membered rings, two of which have the A-B ring configuration (giving the intense m/e 191 ion) and two of which have the D-E ring configuration minus one methyl substituent (giving the m/e 177 ion).…”

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

“…Ethyl loss at M-29 is also seen. The absence of an M-43 ion and a major fragment ion corresponding to cleavage of a fivemembered ring at bonds 18-19 and 17-21 suggests that ring E is of the type group 8b described by Kimble et al, (1974).…”

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

“…The only natural pentacyclic triterpenoids showing a C3H7 loss contain an isopropyl group attached to a fivemembered ring. Also, the only C30 pentacyclic triterpenoids showing no cleavage of their five-membered ring are of the lupane-hopane variety (Kimble et al, 1974). The m/e 189 and 191 ion pair, with the 191 ion double the intensity of the 189 ion, suggests a non- X X X X X X XX ?…”

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

“…Compound M+412: Mass spectral fragmentation of the M+412 (C30H52) compound (Figure 12) in Section 380A-53-4 ( Figure 3[I]) suggests a structure similar to the Adianane variety of pentacyclic triterpenoids (Kimble et al, 1974). Fragmentation producing the m/e 179 and m/e 191 cleavage products in Adianane type triterpanes appears to be controlled by the substituents at C-13 and C-14.…”

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

“…Its mass spectrum, shown in Figure 13, appears to be similar to the pentacyclic triterpane, Homomoretane, isolated by Anders and Robinson (1971) from Green River shale. For a discussion of fragmentation routes of such compounds, with extended chains, see Kimble et al, (1974). …”

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

See 4 more Smart Citations

Preliminary Results, Organic Geochemical Investigation of Black Sea Sediments: Deep Sea Drilling Project, Leg 42B

Anders¹,

Claypool²,

Lubeck³

1978

Initial Reports of the Deep Sea Drilling Project

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Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

Section: Mass Spectral Evidence For Structure Of Prominent Compoundsmentioning

confidence: 99%

See 3 more Smart Citations

Preliminary Results, Organic Geochemical Investigation of Black Sea Sediments: Deep Sea Drilling Project, Leg 42B

Anders¹,

Claypool²,

Lubeck³

1978

Initial Reports of the Deep Sea Drilling Project

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Studies on the synthesis of biomarkers: V. Synthesis of γ-lupane and its epimer

Liang

1989

Acta Chim. Sin.

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Natural Product Molecular Fossils

Falk

Wolkenstein

2017

Progress in the Chemistry of Organic Natural Products

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The natural products synthesized by organisms that were living a long time ago gave rise to their molecular fossils. These can consist of either the original unchanged compounds or they may undergo peripheral transformations in which their skeletons remain intact. In cases when molecular fossils can be traced to their organismic source, they are termed "geological biomarkers".This contribution describes apolar and polar molecular fossils and, in particular biomarkers, along the lines usually followed in organic chemistry textbooks, and points to their bioprecursors when available. Thus, the apolar compounds are divided in linear and branched alkanes followed by alicyclic compounds and aromatic and heterocyclic molecules, and, in particular, the geoporphyrins. The polar molecular fossils contain as functional groups or constituent units ethers, alcohols, phenols, carbonyl groups, flavonoids, quinones, and acids, or are polymers like kerogen, amber, melanin, proteins, or nucleic acids. The final sections discuss the methodology used and the fundamental processes encountered by the biomolecules described, including diagenesis, catagenesis, and metagenesis.

show abstract

Identification of steranes and tritepanes in geolipid extracts by high-resolution gas chromatography and mass spectrometry

Cited by 62 publications

References 22 publications

Preliminary Results, Organic Geochemical Investigation of Black Sea Sediments: Deep Sea Drilling Project, Leg 42B

Preliminary Results, Organic Geochemical Investigation of Black Sea Sediments: Deep Sea Drilling Project, Leg 42B

Studies on the synthesis of biomarkers: V. Synthesis of γ-lupane and its epimer

Natural Product Molecular Fossils

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