Coenzyme F430 from Methanogenic Bacteria: Mechanistic studies on the reductive cleavage of sulfonium ions catalyzed by F430 pentamethyl ester

1992 ◽  
Vol 75 (5) ◽  
pp. 1478-1490 ◽  
Author(s):  
Shu-Kun Lin ◽  
Bernhard Jaun
Keyword(s):  
Methanogenic Bacteria ◽  
Reductive Cleavage ◽  
Mechanistic Studies ◽  
Sulfonium Ions ◽  
Coenzyme F430

Coenzyme F430 from Methanogenic Bacteria: Complete Assignment of Configuration Based on an X-Ray Analysis of 12,13-Diepi-F430 Pentamethyl Ester and on NMR Spectroscopy

1991 ◽  
Vol 74 (4) ◽  
pp. 697-716 ◽  
Author(s):  
Gerald Färber ◽  
Walter Keller ◽  
Christoph Kratky ◽  
Berhard Jaun ◽  
Andreas Pfaltz ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Methanogenic Bacteria ◽  
X Ray ◽  
Complete Assignment ◽  
Coenzyme F430

scholarly journals Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents

2020 ◽  
Author(s):  
Mario Leypold ◽  
Kyan A. D’Angelo ◽  
Mohammad Movassaghi
Keyword(s):  
Critical Role ◽  
Single Step ◽  
Mechanistic Studies ◽  
Selective Functionalization ◽  
Sulfonium Ions ◽  
Activation Conditions ◽  
Tertiary Amides ◽  
Amide Activation

The direct α-sulfidation of tertiary amides using sulfoxide reagents under electrophilic amide activation conditions is described. Employing readily available reagents, selective functionalization takes place to generate isolable sulfonium ions en route to α-sulfide amides. Mechanistic studies support the critical role of activated sulfoxides that promote the desired transformation. For benzylic amide substrates, a single-step protocol featuring a spontaneous dealkylation step of a sulfonium ion intermediate was developed.

scholarly journals Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents

2020 ◽  
Author(s):  
Mario Leypold ◽  
Kyan A. D’Angelo ◽  
Mohammad Movassaghi
Keyword(s):  
Critical Role ◽  
Single Step ◽  
Mechanistic Studies ◽  
Selective Functionalization ◽  
Sulfonium Ions ◽  
Activation Conditions ◽  
Tertiary Amides ◽  
Amide Activation

The direct α-sulfidation of tertiary amides using sulfoxide reagents under electrophilic amide activation conditions is described. Employing readily available reagents, selective functionalization takes place to generate isolable sulfonium ions en route to α-sulfide amides. Mechanistic studies support the critical role of activated sulfoxides that promote the desired transformation. For benzylic amide substrates, a single-step protocol featuring a spontaneous dealkylation step of a sulfonium ion intermediate was developed.

scholarly journals An extended-X-ray-absorption-fine-structure (e.x.a.f.s.) study of coenzyme F430 from Methanobacterium thermoautotrophicum

1985 ◽  
Vol 232 (1) ◽  
pp. 281-284 ◽  
Author(s):  
G P Diakun ◽  
B Piggott ◽  
H J Tinton ◽  
D Ankel-Fuchs ◽  
R K Thauer
Keyword(s):  
Fine Structure ◽  
Methanobacterium Thermoautotrophicum ◽  
Methanogenic Bacteria ◽  
Model Compounds ◽  
X Ray ◽  
Absorption Fine ◽  
Coenzyme F430 ◽  
X Ray Absorption

Coenzyme F430 is a nickel porphinoid found in all methanogenic bacteria. Extended-X-ray-absorption-fine-structure (e.x.a.f.s.) spectra have been recorded above the nickel K-edge of coenzyme F430 and two model compounds, (5,10,15,20-tetramethylporphinato) nickel(II) and (5,10,15,20-tetramethylchlorinato)-nickel(II). The results show that the four nickel-nitrogen distances in F430 are split, with two nitrogen atoms at 0.192 nm and two at 0.210 nm.

Sign in / Sign up

Export Citation Format

Share Document