Complete covalent structure of nisin Q, new natural nisin variant, containing post-translationally modified amino acids.
The third member of the nisin variant, nisin Q, produced by Lactococcus lactis 61-14, is a ribosomally-synthesized antimicrobial peptide, the so-called lantibiotic containing post-translationally modified amino acids such as lanthionine and dehydroalanine. Here, we determined the complete covalent structure of nisin Q, consisting of 34 amino acids, by two-dimensional (1)H nuclear magnetic resonance (NMR) spectroscopy. Sequential assignment of nisin Q containing the unusual amino acids was performed by total correlation spectroscopy (TOCSY) and nuclear Overhauser enhancement spectroscopy (NOESY). The observed long range nuclear Overhauser effect (NOE) in nisin Q indicated assignment of all five sets of lanthionines that intramolecularly bridge residues 3-7, 8-11, 13-19, 23-26, and 25-28. Consequently, the covalent structure of nisin Q was determined to hold the same thioether linkage formation as the other two nisins, but to harbor the four amino acid substitutions, in contrast with nisin A.
Fukao
Masanori
M
Department of Bioscience and Biotechnology, Division of Microbial Science and Technology, Faculty of Agriculture, Laboratory of Microbial Technology, Graduate School, Kyushu University, Fukuoka, Japan.
Obita
Takayuki
T
Yoneyama
Fuminori
F
Kohda
Daisuke
D
Zendo
Takeshi
T
Nakayama
Jiro
J
Sonomoto
Kenji
K
D000409:Alanine / Q000031:analogs & derivatives; D019943:Amino Acid Substitution; D000900:Anti-Bacterial Agents; D001430:Bacteriocins; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009561:Nisin / Q000096:biosynthesis / Q000737:chemistry*; D011499:Protein Processing, Post-Translational; D013440:Sulfides
D000900:Anti-Bacterial Agents; D001430:Bacteriocins; D013440:Sulfides; D009561:Nisin; C015102:dehydroalanine; C001520:lanthionine; D000409:Alanine