Joro toxin

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Joro toxin
Names
IUPAC name
(2S)-N1-{5-[3-({4-[(3-Aminopropyl)amino]butyl}amino)propanamido]pentyl}-N2-[(2,4-dihydroxyphenyl)acetyl]-L-glutaminamide
Systematic IUPAC name
(2S)-N1-{5-[3-({4-[(3-Aminopropyl)amino]butyl}amino)propanamido]pentyl}-2-[2-(2,4-dihydroxyphenyl)acetamido]butanediamide
Other names
Joro Spider toxin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.217.900 Edit this at Wikidata
KEGG
  • InChI=1S/C27H47N7O6/c28-10-6-13-30-11-4-5-12-31-16-9-25(38)32-14-2-1-3-15-33-27(40)22(19-24(29)37)34-26(39)17-20-7-8-21(35)18-23(20)36/h7-8,18,22,30-31,35-36H,1-6,9-17,19,28H2,(H2,29,37)(H,32,38)(H,33,40)(H,34,39)/t22-/m0/s1 checkY
    Key: SJLRBGDPTALRDM-QFIPXVFZSA-N checkY
  • O=C(NCCCCCNC(=O)[C@@H](NC(=O)Cc1ccc(O)cc1O)CC(=O)N)CCNCCCCNCCCN
Properties
C27H47N7O6
Molar mass 565.716 g·mol−1
Appearance White-grey powder
Density 1.196 g/cm3
Boiling point 979.883 °C (1,795.789 °F; 1,253.033 K)
Acidity (pKa) 9.53
Basicity (pKb) 10.573
Hazards
Flash point 546.414 °C (1,015.545 °F; 819.564 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Joro spider toxin (joro toxin, JSTX) - a toxin which was originally extracted from the venom of the joro spider (Trichonephila clavata), originally native to Japan.

Biochemical analysis

Joro toxin has demonstrated the ability to selectively block

It inhibits

Joro toxin does not affect

  • aspartate-induced neural depolarization,
  • resting membrane potential,
  • nerve terminal spontaneous signalling, or
  • inhibitory postsynaptic potentials.

Sources

  • Jackson, Jaewan; Lee, P.N.R. (1988). "Spider toxins as tools for dissecting elements of excitatory amino acid transmission". Trends in Neurosciences. 11 (6): 278–283. doi:10.1016/0166-2236(88)90112-9. PMID 2465627. S2CID 42853484.
  • Saito, Mitsuyoshi; Sahara, Yoshinori; Miwa, Akiko; Shimazaki, Kuniko; Nakajima, Terumi; Kawai, Nobufumi (1989). "Effects of a spider toxin (JSTX) on hippocampal CA1 neurons in vitro". Brain Research. 481 (1): 16–24. doi:10.1016/0006-8993(89)90480-0. PMID 2565131. S2CID 24856322.
  • Sahara, Yoshinori; Robinson, Hugh P.C.; Miwa, Akiko; Kawai, Nobufumi (1991). "A voltage-clamp study of the effects of Joro spider toxin and zinc on excitatory synaptic transmission in CA1 pyramidal cells of the guinea pig hippocampal slice". Neuroscience Research. 10 (3): 200–210. doi:10.1016/0168-0102(91)90057-6. PMID 1677747. S2CID 38895357.

References

  1. ^ Kawai, Nobufumi (1991). "Spider toxin and pertussis toxin differentiate post- and presynaptic glutamate receptors". Neuroscience Research. 12 (1): 3–12. doi:10.1016/0168-0102(91)90095-G. PMID 1660989. S2CID 23524210.
  2. ^ Shudo, Koichi; Endo, Yasuyuki; Hashimoto, Yuichi; Aramaki, Yoshio; Nakajima, Terumi; Kawai, Nobufumi (1987). "Newly synthesized analogues of the spider toxin block the crustacean glutamate receptor". Neuroscience Research. 5 (1): 82–85. doi:10.1016/0168-0102(87)90026-5. PMID 2829068. S2CID 41151994.
  3. ^ Kawai, Nobufumi; Niwa, Akiko; Abe, Takashi (1982). "Spider venom contains specific receptor blocker of glutaminergic synapses". Brain Research. 247 (1): 169–171. doi:10.1016/0006-8993(82)91044-7. PMID 6127145. S2CID 38772662.
  4. ^ Mueller, Alan L.; Albensi, Benedict C.; Ganong, Alan H.; Reynolds, Linda S.; Jackson, Hunter (1991). "Arylamine spider toxins antagonize NMDA receptor-mediated synaptic transmission in rat hippocampal slices". Synapse. 9 (4): 244–250. doi:10.1002/syn.890090403. PMID 1662833. S2CID 2546161.
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