Characterization of a Novel Conus bandanus Conopeptide Belonging to the M-Superfamily Containing Bromotryptophan

Marine Drugs

Bao Nguyen²  Jean-Pierre Le Caer³  Gilles Mourier¹  Robert Thai¹  Hung Lamthanh²  Denis Servent¹  Evelyne Benoit² 

[1]Molecular Engineering of Proteins, Institute of Biology and Technology Saclay, Atomic Energy Commission, Gif sur Yvette Cedex 91191, France

[2] E-Mails:

[3]Neurobiology and Development Laboratory, Research Unit # 3294, Institute of Neurobiology Alfred Fessard # 2118, National Center for Scientific Research, Gif sur Yvette Cedex 91198, France

[4] E-Mails:

[5]Research Unit # 2301, Natural Product Chemistry Institute, National Center for Scientific Research, Gif sur Yvette Cedex 91198, France

[6] E-Mail:

关键词: Conus bandanus;    cone snail venom;    mass spectrometry;    BnIIID;    bromotryptophan;    γ-carboxy glutamate;    post-translational modifications;   

DOI  :  10.3390/md12063449

来源: mdpi

【 摘 要 】

A novel conotoxin (conopeptide) was biochemically characterized from the crude venom of the molluscivorous marine snail, Conus bandanus (Hwass in Bruguière, 1792), collected in the south-central coast of Vietnam. The peptide was identified by screening bromotryptophan from chromatographic fractions of the crude venom. Tandem mass spectrometry techniques were used to detect and localize different post-translational modifications (PTMs) present in the BnIIID conopeptide. The sequence was confirmed by Edman’s degradation and mass spectrometry revealing that the purified BnIIID conopeptide had 15 amino acid residues, with six cysteines at positions 1, 2, 7, 11, 13, and 14, and three PTMs: bromotryptophan, γ-carboxy glutamate, and amidated aspartic acid, at positions “4”, “5”, and “15”, respectively. The BnIIID peptide was synthesized for comparison with the native peptide. Homology comparison with conopeptides having the III-cysteine framework (–CCx₁x₂x₃x₄Cx₁x₂x₃Cx₁CC–) revealed that BnIIID belongs to the M-1 family of conotoxins. This is the first report of a member of the M-superfamily containing bromotryptophan as PTM.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.