Direct non-invasive observation of metabolism in living cells by 13C nuclear magnetic resonance spectroscopy

1980 ◽  
Vol 58 (17) ◽  
pp. 1839-1846 ◽  
Author(s):  
Gerardo Burton ◽  
Robert L. Baxter ◽  
J. Martyn Gunn ◽  
Philip J. Sidebottom ◽  
Paul E. Fagerness ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Anaerobic Metabolism ◽  
Aminolevulinic Acid ◽  
Living Cells ◽  
Resonance Spectroscopy ◽  
Whole Cells ◽  
Non Invasive ◽  
13C Nuclear Magnetic Resonance ◽  
C Nmr

Applications of 13C nmr in following the metabolism and fate of 13C enriched substrates in whole cells are described. Studies on the elaboration of coproporphyrinogens I (2a) and III (2b) from [5-13C]-δ-aminolevulinic acid (1) and [11-13C-porphobilinogen (PBG, 3), in Rhodopseudomonasspheroides and Propionibacteriumshermanii, respectively, the randomization of 13C from [3-13C]-propionate by P. shermanii, the biosynthesis of citrate, gentisalcohol (4), and patulin (5) from [2-13C]-acetate by Penicilliumurticae, and the anaerobic metabolism of [1-13C]-glucose in rabbit erythrocytes are reported.

scholarly journals Chemical constituents of the physodes of brown algae. Characterization by 1H and 13C nuclear magnetic resonance spectroscopy of oligomers of phloroglucinol from Fucus vesiculosus (L.)

1977 ◽  
Vol 55 (9) ◽  
pp. 1575-1582 ◽  
Author(s):  
James S. Craigie ◽  
A. Gavin McInnes ◽  
Mark A. Ragan ◽  
John A. Walter
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Chemical Constituents ◽  
Fucus Vesiculosus ◽  
Resonance Spectroscopy ◽  
Low Molecular Weight ◽  
13C Nuclear Magnetic Resonance ◽  
C Nmr

Alcoholic extracts of Fucus vesiculosus contain small quantities of low molecular weight polyphenols derived from phloroglucinol and 2,2′,4,4′,6,6′-hexahydroxybiphenyl. 1H and 13C nmr were used to identify two of these as 4-(2′′,4′′,6′′-trihydroxyphenoxy)-2,2′,4′,6,6′-pentahydroxybiphenyl and 4-(2′′-(2′′′,4′′′,6′′′-trihydroxyphenoxy)-4′′,6′′-dihydroxyphenoxy)-2,2′,4′, 6,6′-pentanydroxybiphenyl.

scholarly journals Carbon-13 nuclear-magnetic-resonance spectroscopy of whole cells and of cytochrome C from Neurospora crass grown with (S-Me-13C)methionine

1975 ◽  
Vol 152 (3) ◽  
pp. 529-535 ◽  
Author(s):  
R T Eakin ◽  
L O Morgan ◽  
N A Matwiyoff
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Cytochrome C ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Methyl Group ◽  
Whole Cells ◽  
13C Nuclear Magnetic Resonance ◽  
Nuclear Magnetic

Neurospora crassa cytochrome C biosynthetically labelled with [S-Me-13C]methionine was prepared and analysed by 13C nuclear-magnetic-resonance spectroscopy. The methyl group of methionine is extensively incorporated into an N-trimethyl-lysine-72 residue arise from S-adenosylmethionine transmethylation, and that the methyl carbons of methionine residues are sufficiently close to the haem centre to experience chemical shifts from the ring currents of the tetrapyrrole pi electrons and broadening due to binding of methionine-80 with the haem, as well as interaction of the S-E113C]methyl groups with the paramagnetic iron centre. Although whole cells of the labelled Neurospora produced a 13C resonance at the expected position for the methionyl methyl group most of the methyl label was diverted into N-tetra-alkyl ammonium compounds. After an active state of growth these labelled N-methyl compounds appear, in the main, to be low-molecular-weight derivatives of choline which, if associated with membrane, are in a sufficiently fluid environment to have short rotational correlation times. During a subsequent dormant growth period these compounds become associated to some extent with relatively more immobile phases as a result of membrane binding or an increase in membrane rigidity.

scholarly journals Use of 13C Nuclear Magnetic Resonance and Gas Chromatography To Examine Methionine Catabolism by Lactococci

1998 ◽  
Vol 64 (12) ◽  
pp. 4670-4675 ◽  
Author(s):  
Song Gao ◽  
Ed S. Mooberry ◽  
James L. Steele
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Gas Chromatography ◽  
Magnetic Resonance ◽  
Nmr Studies ◽  
Whole Cells ◽  
Cell Extracts ◽  
13C Nuclear Magnetic Resonance ◽  
End Products ◽  
C Nmr ◽  
Nuclear Magnetic

ABSTRACT Formation of methanethiol from methionine is widely believed to play a significant role in development of cheddar cheese flavor. However, the catabolism of methionine by cheese-related microorganisms has not been well characterized. Two independent methionine catabolic pathways are believed to be present in lactococci, one initiated by a lyase and the other initiated by an aminotransferase. To differentiate between these two pathways and to determine the possible distribution between the pathways, 13C nuclear magnetic resonance (NMR) performed with uniformly enriched [13C]methionine was utilized. The catabolism of methionine by whole cells and cell extracts of five strains of Lactococcus lactis was examined. Only the aminotransferase-initiated pathway was observed. The intermediate and major end products were determined to be 4-methylthio-2-oxobutyric acid and 2-hydroxyl-4-methylthiobutyric acid, respectively. Production of methanethiol was not observed in any of the 13C NMR studies. Gas chromatography was utilized to determine if the products of methionine catabolism in the aminotransferase pathway were precursors of methanethiol. The results suggest that the direct precursor of methanethiol is 4-methylthiol-2-oxobutyric acid. These results support the conclusion that an aminotransferase initiates the catabolism of methionine to methanethiol in lactococci.

scholarly journals Using 13C nuclear magnetic resonance spectroscopy for the study of northern hardwood tissues

2005 ◽  
Vol 35 (8) ◽  
pp. 1821-1831 ◽  
Author(s):  
Chris E Johnson ◽  
Ronald J Smernik ◽  
Thomas G Siccama ◽  
David K Kiemle ◽  
Zhihong Xu ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Structural Chemistry ◽  
Resonance Spectroscopy ◽  
Magic Angle ◽  
Betula Alleghaniensis ◽  
13C Nuclear Magnetic Resonance ◽  
Bark Chemistry ◽  
C Nmr ◽  
Nuclear Magnetic

Nuclear magnetic resonance (NMR) spectroscopy is a useful tool for examining the structural chemistry of natural organic matter. The use of cross-polarization and magic-angle spinning to study 13C functionality (CPMAS 13C NMR) is convenient, but not always quantitative. We used various 13C NMR techniques to examine the structural chemistry of bark and wood of sugar maple (Acer saccharum Marsh.), American beech (Fagus grandifolia Ehrh.), and yellow birch (Betula alleghaniensis Britt.). Spin counting experiments showed that 87%–97% of the 13C in the samples was observable by CPMAS 13C NMR. A comparison of CPMAS and Bloch decay experiments revealed few differences in spectral properties. Together, these results suggest that CPMAS 13C NMR is quantitative for these tissues. We observed little variation in the structural chemistry of wood, either among samples of the same species or among species. Within-species variations in bark chemistry were greater than in wood, probably because of variations in environmental conditions. However, we observed no significant differences in bark chemistry among the species. Bark and wood chemistry differed significantly, with the bark spectra displaying greater contributions from lignin, suberin, waxes, and resins. Hardwood spectra differ from softwood spectra in the aromatic C regions because of the contribution of syringyl units to hardwood lignin. Hardwood bark appears to contain less tannins than softwood bark. Together, the quantitative and qualitative features of CPMAS 13C NMR spectra are useful for studying the ecology of living and detrital wood and bark.

13C Nuclear magnetic resonance spectroscopy in the elucidation of structures of diterpenoid alkaloids

1987 ◽  
Vol 65 (1) ◽  
pp. 99-103 ◽  
Author(s):  
Balawant S. Joshi ◽  
John K. Wunderlich ◽  
S. William Pelletier
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Diterpenoid Alkaloids ◽  
Chemical Examination ◽  
13C Nuclear Magnetic Resonance ◽  
C Nmr ◽  
Nuclear Magnetic

13C Nuclear magnetic resonance spectroscopy is an exceptionally useful tool for the structure determination of diterpenoid alkaloids. A detailed study of the 1H and 13C nmr spectra of aconitine and 3-deoxyaconitine has permitted definite assignments to all the carbon atoms of the molecule. Chemical shift revisions have been suggested for certain carbon atoms of the C19-diterpenoid alkaloids. Chemical examination of Aconitumcolumbianum Nutt. ssp. columbianum, A. forrestii Stapf, Delphiniumtatsienense Franch., and D. vestitum Wall, resulted in the isolation of several new C19-diterpenoid alkaloids. The structure derivation of those alkaloids was based mainly on 13C nmr spectroscopic evidence.

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