Synthesis of both enantiomers of lycoperdic acid, an unusual mushroom-derived amino acid

2021 ◽  
Vol 85 (1) ◽  
pp. 154-159
Author(s):  
Ryo Katsuta ◽  
Ryutaro Ishiuchi ◽  
Mikiko Kunisawa ◽  
Arata Yajima ◽  
Ken Ishigami ◽  
...  

Abstract An efficient synthesis of both enantiomers of lycoperdic acid, a 4-hydroxyglutamic acid derivative from edible mushroom Lycoperdon perlatum, was achieved from a chiral aminoalcohol. The key steps were a stereoselective introduction of a C3 unit into a bicyclic ketone and oxidative cleavage of a cyclic vicinal diol into a dicarboxylic acid. This report provides the first synthesis of (−)-lycoperdic acid.

1999 ◽  
Vol 23 (2) ◽  
pp. 164-165
Author(s):  
Goverdhan L. Kad ◽  
Anupam Khurana ◽  
Vasundhara Singh ◽  
Jasvinder Singh

Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCI4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeO2/ButOOH adsorbed over SiO2 as key steps.


Genetics ◽  
2003 ◽  
Vol 164 (4) ◽  
pp. 1291-1303 ◽  
Author(s):  
Hiroshi Akashi

AbstractThe primary structures of peptides may be adapted for efficient synthesis as well as proper function. Here, the Saccharomyces cerevisiae genome sequence, DNA microarray expression data, tRNA gene numbers, and functional categorizations of proteins are employed to determine whether the amino acid composition of peptides reflects natural selection to optimize the speed and accuracy of translation. Strong relationships between synonymous codon usage bias and estimates of transcript abundance suggest that DNA array data serve as adequate predictors of translation rates. Amino acid usage also shows striking relationships with expression levels. Stronger correlations between tRNA concentrations and amino acid abundances among highly expressed proteins than among less abundant proteins support adaptation of both tRNA abundances and amino acid usage to enhance the speed and accuracy of protein synthesis. Natural selection for efficient synthesis appears to also favor shorter proteins as a function of their expression levels. Comparisons restricted to proteins within functional classes are employed to control for differences in amino acid composition and protein size that reflect differences in the functional requirements of proteins expressed at different levels.


2021 ◽  
Vol 98 (1) ◽  
pp. 100004
Author(s):  
Nao Otani ◽  
Tetsundo Furuya ◽  
Natsuki Katsuumi ◽  
Tomoyuki Haraguchi ◽  
Takashiro Akitsu

2011 ◽  
Vol 378 (1-2) ◽  
pp. 531-540 ◽  
Author(s):  
Kripal Singh ◽  
Pravin G. Ingole ◽  
Jayesh Chaudhari ◽  
Harshad Bhrambhatt ◽  
Amit Bhattacharya ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 41 (3) ◽  
Author(s):  
Eduardo E. Alberto ◽  
Letiere C. Soares ◽  
Jessie H. Sudati ◽  
Antonio C. A. Borges ◽  
Joao B. T. Rocha ◽  
...  

2012 ◽  
Vol 85 (4) ◽  
pp. 419-423 ◽  
Author(s):  
Vesna Petrović Peroković ◽  
Rosana Ribić ◽  
Biserka Prugovečki ◽  
Dubravka Matković-Čalogović ◽  
Srđanka Tomić

2016 ◽  
Vol 22 (46) ◽  
pp. 16429-16432 ◽  
Author(s):  
Yuki Kaji ◽  
Naohiro Uemura ◽  
Yoshio Kasashima ◽  
Hiroki Ishikawa ◽  
Yasushi Yoshida ◽  
...  

ACS Omega ◽  
2017 ◽  
Vol 2 (1) ◽  
pp. 91-97 ◽  
Author(s):  
Fumihiko Iwasaki ◽  
Keishi Suga ◽  
Yukihiro Okamoto ◽  
Hiroshi Umakoshi

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