IndAcAsn5

General Description

NameValue
LevelS-3 / C-1
Discovered? / A. lobata
SynonymArg 373 / Pseudoargiopinin 3
Molecular formulaC₁₉H₂₇N₅O₃
CAS152886-77-6 (S) / 175777-87-4 ®
SMILESO=C(NC(CC(N)=O)C(NCCCCCN)=O)CC1=CNC2=C1C=CC=C2
InChIInChI=1S/C19H27N5O3/c20-8-4-1-5-9-22-19(27)16(11-17(21)25)24-18(26)10-13-12-23-15-7-3-2-6-14(13)15/h2-3,6-7,12,16,23H,1,4-5,8-11,20H2,(H2,21,25)(H,22,27)(H,24,26)
Precursor 1 [M+H]⁺374.21867
Precursor 2 [M+2H]²⁺187.61297
Precursor 3
HDX7
Precursor HDX 1 [M(D₇)+D]⁺382.26888
Precursor HDX 2 [M(D₇)+2D]²⁺192.14122
Precursor HDX 3
Rt12.10
Rt HDX10.87

Calculated MS/MS fragments

#abctazytz
1272.10297254.09240255.07642289.1295286.0964369.06988103.12297
2357.19212339.18155340.16557374.21867200.13935183.11280217.16590

Additional MS/MS fragments

m/zAnnotation
130.06513a’
158.06004a0

Recorded MS/MS spectra

pdfPrecursorCo-elutingSpiderSourceAuthor
Data374.21867P. bistriataProf. Dr. Wagner Ferreira dos Santos, BRAY. M. Forster
DataHDXP. bistriataProf. Dr. Wagner Ferreira dos Santos, BRAY. M. Forster

References

TitleReferenceSpiderNameContentLink
Glutamate receptor anatgonists from the spider Argiope lobata venomE. V. Grishin, T. M. Volkova, A. S. Arseniev, Biorg. Khim. 1988, 14, 883-892
Isolation and structure analysis of components from venom of the spider Argiope lobataE. V. Grishin, T. M. Volkova, A. S. Arseniev, Toxicon 1989, 27, 541-549A. lobataPseudoargiopinin 3FAB-MS, NMR (ns), Amino acid analysis, Activity-studiesLink
Argiopine, argiopinines, and pseudoargiopinines as glutamate receptor blockers in hippocampal neuronsN. I. Kiskin, O. A. Kryshtal, A. Ya. Tsyndrenko, T. M. Volkova, E. V. Grishin, Neurophysiology 1990, 21, 525-532A. lobataPseudoargiopinin 3Activity-studiesLink
Antropod toxins as leads for novel insecticides: An assessment of polyamine amides as glutamate antagonistsI. S. Blagbrough, P. T. H. Brackley, M. Bruce, B. W. Bycroft, A. J. Mather, S. Millington, H. L. Sudan, P. N. R. Usherwood, Toxicon 1992, 30, 303-322Pseudoargiopinin 3Activity-studiesLink
Polyamine toxins from spiders and waspsA. Schäfer, H. Benz, W. Fiedler, A. Guggisberg, S. Bienz, M. Hesse, The Alkaloids 1994, 45, 1-125A. lobataArg 373ReviewLink
Solid-phase synthesis of peptide aminoalkylamides using an allyl linkerK. Kaljuste, A. Unden, Tetrahedron Letters 1996, 37, 3031-3034Pseudioargiopinin 3 (7)Synthesis, NMRLink
Versatile Dde-based primary amine linkers for solid phase synthesisS. R. Chhabra, A. N. Khan, B. W. Bycroft, Tetrahedron Letters 1998, 39, 3585-3588Pseudoargiopinin 3 (7)Synthesis, NMR (ns)Link
Total synthesis of NPTX-643, a neurotoxin of the Madagascar spider (Nephilengys borbonica) having a novel acylpolyamine structureM. Miyashita, T. Kanemura, M. Matsushita, S. Hatakeyama, Y. Itagaki, T. Nakajima, M. Miyazawa, H. Irie, Heterocycles 1998, 47, 171-175SynthesisLink
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyaminesY. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52A. lobataArg 373ReviewLink
Elucidation of the structure and synthesis of neuroprotective low molecular mass components of the Parawixia bistriata spider venomY. M. Forster, J. L. Green, A. Khatiwada, J. L. Liberato, P. A. Narayana Reddy, J. M. Salvino, S. Bienz, L. Bigler, W. Ferreira dos Santos, A. C. K. Fontana, ACS Chem Neurosci., 2020P. bistriataESI-MS/MSLink

Spider species

Spider speciesFamilyDiscovered
Argiope lobataAraneidae? / ?
Parawixia bistriataAraneidae2020 / Y. M. Forster

Comments