Characterization of N-ethoxycarbonyl ethyl esters of amino acids by mass spectrometry

1993 ◽  
Vol 635 (2) ◽  
pp. 271-281 ◽  
Author(s):  
Zhi-Heng Huang ◽  
Jian Wang ◽  
Douglas A. Gage ◽  
J. Throck Watson ◽  
Charles C. Sweeley ◽  
...  
2009 ◽  
Vol 390 (5/6) ◽  
Author(s):  
Jørgen Petersen ◽  
Anders Boysen ◽  
Lotte Fogh ◽  
Kathrine Tabermann ◽  
Thomas Kofoed ◽  
...  

AbstractLantibiotics are a group of potent antibacterial agents that contain unusual amino acids, such as the thioether amino acids lanthionine and methyllanthionine, and the didehydroamino acids didehydroalanine and didehydro-aminobutyric acid. Here, we report on an antibacterial lantibiotic peptide named SWLP1 (Staphylococcus warnerilantibiotic peptide 1), which is secreted fromStaphylococcus warneri(deposited with DSMZ, accession number DSM 16081). SWLP1 was purified from growth media. The purified peptide displays antibacterial activity against several species, includingStaphylococcus epidermidis. The molecular mass of SWLP1 is 2998.9 Da as determined by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. The sequence and possible structure was elucidated by combining electrospray ionization mass spectrometry/mass spectrometry data of ethanethiol-treated and non-ethanethiol-treated tryptic fragments of the SWLP1. SWLP1 contains three thioether bridges, one didehydroalanine, and three didehydroaminobutyric acids. This peptide has the potential to be used in treatment of several Gram-positive bacterial infections.


Toxins ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 50 ◽  
Author(s):  
Naoki Tani ◽  
Kohei Kazuma ◽  
Yukio Ohtsuka ◽  
Yasushi Shigeri ◽  
Keiichi Masuko ◽  
...  

We previously identified 92 toxin-like peptides and proteins, including pilosulin-like peptides 1–6 from the predatory ant Odontomachus monticola, by transcriptome analysis. Here, to further characterize venom components, we analyzed the venom and venom sac extract by ESI-MS/MS with or without trypsin digestion and reducing agent. As the low-molecular-mass components, we found amino acids (leucine/isoleucine, phenylalanine, and tryptophan) and biogenic amines (histamine and tyramine) in the venom and venom sac extract. As the higher molecular mass components, we found peptides and proteins such as pilosulin-like peptides, phospholipase A2s, hyaluronidase, venom dipeptidyl peptidases, conotoxin-like peptide, and icarapin-like peptide. In addition to pilosulin-like peptides 1–6, we found three novel pilosulin-like peptides that were overlooked by transcriptome analysis. Moreover, pilosulin-like peptides 1–6 were chemically synthesized, and some of them displayed antimicrobial, hemolytic, and histamine-releasing activities.


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