Site-directed mutagenesis and high-resolution NMR spectroscopy of the active site of porphobilinogen deaminase

Biochemistry ◽  
1988 ◽  
Vol 27 (21) ◽  
pp. 7984-7990 ◽  
Author(s):  
A. I. Scott ◽  
C. A. Roessner ◽  
N. J. Stolowich ◽  
P. Karuso ◽  
H. J. Williams ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
High Resolution ◽  
Active Site ◽  
Site Directed Mutagenesis ◽  
Directed Mutagenesis ◽  
Porphobilinogen Deaminase ◽  
High Resolution Nmr

High Resolution NMR Spectroscopy in Solids

1976 ◽  
Author(s):  
Michael Mehring
Keyword(s):  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Nmr

scholarly journals Structural basis of the stereoselective formation of the spirooxindole ring in the biosynthesis of citrinadins

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Zhiwen Liu ◽  
Fanglong Zhao ◽  
Boyang Zhao ◽  
Jie Yang ◽  
Joseph Ferrara ◽  
...  
Keyword(s):  
High Resolution ◽  
Organic Synthesis ◽  
Indole Alkaloids ◽  
Site Directed Mutagenesis ◽  
Structural Basis ◽  
Directed Mutagenesis ◽  
Computational Studies ◽  
X Ray ◽  
Evolutionary Branch ◽  
Catalytic Mechanisms

AbstractPrenylated indole alkaloids featuring spirooxindole rings possess a 3R or 3S carbon stereocenter, which determines the bioactivities of these compounds. Despite the stereoselective advantages of spirooxindole biosynthesis compared with those of organic synthesis, the biocatalytic mechanism for controlling the 3R or 3S-spirooxindole formation has been elusive. Here, we report an oxygenase/semipinacolase CtdE that specifies the 3S-spirooxindole construction in the biosynthesis of 21R-citrinadin A. High-resolution X-ray crystal structures of CtdE with the substrate and cofactor, together with site-directed mutagenesis and computational studies, illustrate the catalytic mechanisms for the possible β-face epoxidation followed by a regioselective collapse of the epoxide intermediate, which triggers semipinacol rearrangement to form the 3S-spirooxindole. Comparing CtdE with PhqK, which catalyzes the formation of the 3R-spirooxindole, we reveal an evolutionary branch of CtdE in specific 3S spirocyclization. Our study provides deeper insights into the stereoselective catalytic machinery, which is important for the biocatalysis design to synthesize spirooxindole pharmaceuticals.

Determination of Tautomeric Preference of Fenobam in Solution by High Resolution NMR Spectroscopy

2020 ◽  
Author(s):  
Xuming Sha ◽  
Shaodong Chen ◽  
Xiaojing Zheng ◽  
Xin Ye ◽  
Hailu Zhang ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Nmr

Cherry tomatoes metabolic profile determined by 1H-High Resolution-NMR spectroscopy as influenced by growing season

2014 ◽  
Vol 162 ◽  
pp. 215-222 ◽  
Author(s):  
Olimpia Masetti ◽  
Alessandra Ciampa ◽  
Luigi Nisini ◽  
Massimiliano Valentini ◽  
Paolo Sequi ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
High Resolution ◽  
Metabolic Profile ◽  
Growing Season ◽  
High Resolution Nmr ◽  
Cherry Tomatoes
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