Journal ArticleDOI
Complete analysis of proton NMR spectra of complex natural products using a combination of one- and two-dimensional techniques. 1-Dehydrotestosterone
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This article is published in Journal of the American Chemical Society.The article was published on 1980-08-01. It has received 211 citations till now. The article focuses on the topics: Proton NMR.read more
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Modern Pulse Methods in High‐Resolution NMR Spectroscopy
Reinhard Benn,Harald Günther +1 more
TL;DR: In this article, the Bloch vector model has been used for the analysis of high-resolution NMR spectroscopy, and the main areas of application are signal assignment, sensitivity enhancement, and selective excitation of individual resonances.
Journal ArticleDOI
Zur Kenntnis des Faktors F430 aus methanogenen Bakterien: Struktur des porphinoiden Ligandsystems
Andreas Pfaltz,Bernhard Jaun,Alexander Fässler,Albert Eschenmoser,Rolf Jaenchen,Hans Harald Gilles,Gabriele Diekert,Rudolf K. Thauer +7 more
Abstract: Factor F430 from Methanogenic Bacteria: Structure of the Porphninoid Ligand System
A structure is proposed for F430M, a non-cristalline methanolysis product of isolates of the nickel-containing, porphinoid factor F430 from Methanobacterium thermoautotrophicum.
Crucial to the structure determination are five incorporation experiments with M. thermoautotrophicum (strain Marburg) in which the specifically mono-13C-labeled biosynthetic precursors (2-13C), (3-13C), (4-13C)-, (5-13C) ALA (ALA = δ-amino-levulinic acid) and L-(methyl-13C)methionine were incorporated into F430 with high efficiency. The 13C-NMR,-spectra of the specifically labeled F430M samples derived therefrom, together with the UV./VIS. spectral data of F430M, contain all the information necessary for the deduction of the constitution of the F430M chromophore, assuming the established pattern of porphinoid biosynthesis to be operative in F430 biosynthesis. 1H-NMR. spectroscopy and, in particular, 1H-NMR.-NOE-difference spectroscopy corroborates and completes the constitutional assignments and, furthermore, makes possible an almost complete derivation of the molecule's relative configuration. Schemes 3 and 4 summarize the results of 1H-NMR. spectroscopy, presenting them within the context of the proposed structure for F430M. The assignment of absolute configuration implied in the formula is given preference because of F430M's very close structural and (assumed) biosynthetic relationship to sirohydrochlorin and vitamin B12 (with respect to ring C, the assignment is based on degradative evidence).
According to the proposed structure, the nickel complex F430M possesses an uroporphinoid (Type III) ligand skeleton with an additional carbocyclic ring and a chromophore system not previously encountered among natural porphinoids. It can be considered to be a (tetrahydro) derivative of the corphin system, combining structural elements of both porphyrins and corrins.
Journal ArticleDOI
Nuclear magnetic double resonance; the use of difference spectroscopy
Journal ArticleDOI
A survey of the high-field 1H NMR spectra of the steroid hormones, their hydroxylated derivatives, and related compounds
David N. Kirk,Harold Toms,Christal Douglas,Karen A. White,Kelvin E. Smith,Shahid Latif,Robert W. P. Hubbard +6 more
TL;DR: In this article, the first extensive collection of data for use in correlating 1H chemical shifts with structure is presented for virtually all the protons in 166 steroids, which include mainly the hormones testosterone, androst-4-ene-3,17-dione, progesterone, and a wide range of their hydroxylated derivatives, some corticosteroids including aldosterone and a series of its derivatives, together with miscellaneous steroids comprising a variety of androstane and pregnane derivatives, bile acids, and sterols, to provide the first
Journal ArticleDOI
Moderne Pulsfolgen in der hochauflösenden NMR‐Spektroskopie
Reinhard Benn,Harald Günther +1 more
TL;DR: In this article, the authors discuss the einfuhrung der Fourier transform-technik in NMR-Spektroskopie and introduce a Vielfalt neuer experimenteller Methoden, e.g., the Benutzung programmierbarer Pulssender and the Einteilung des Experiments in eine Praparations-, evolution, and detektionsphase.
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