Development of Tetramethylenedisulfotetramine (TETS) Hapten Library: Synthesis, Electrophysiological Studies, and Immune Response in Rabbits.

Bogdan Barnych, Natalia Vasylieva, Tom Joseph, Susan Hulsizer, Hai M. Nguyen, Tomas Cajka, Isaac N Pessah, Heike Wulff, Shirley J. Gee, Bruce D. Hammock

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

There is a need for fast detection methods for the banned rodenticide tetramethylenedisulfotetramine (TETS), a highly potent blocker of the γ-aminobutyric acid (GABAA) receptors. General synthetic approach toward two groups of analogues was developed. Screening of the resulting library of compounds by FLIPR or whole-cell voltage-clamp revealed that, despite the structural differences, some of the TETS analogues retained GABAA receptor inhibition; however, their potency was an order of magnitude lower. Antibodies raised in rabbits against some of the TETS analogues conjugated to protein recognized free TETS and will be used for the development of an immunoassay for TETS.

Original languageEnglish (US)
Pages (from-to)8466-8472
Number of pages7
JournalChemistry - A European Journal
Volume23
Issue number35
DOIs
StatePublished - Jun 22 2017

Fingerprint

tetramethylenedisulfotetramine
Haptens
Clamping devices
Antibodies
Screening
Proteins
Acids
Electric potential
GABA-A Receptors
Rodenticides
Aminobutyrates

Keywords

  • antibodies
  • cage convulsants
  • GABA
  • neurotoxicity
  • poly-heterocycles
  • tetramine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Development of Tetramethylenedisulfotetramine (TETS) Hapten Library : Synthesis, Electrophysiological Studies, and Immune Response in Rabbits. / Barnych, Bogdan; Vasylieva, Natalia; Joseph, Tom; Hulsizer, Susan; Nguyen, Hai M.; Cajka, Tomas; Pessah, Isaac N; Wulff, Heike; Gee, Shirley J.; Hammock, Bruce D.

In: Chemistry - A European Journal, Vol. 23, No. 35, 22.06.2017, p. 8466-8472.

Research output: Contribution to journalArticle

Barnych, Bogdan ; Vasylieva, Natalia ; Joseph, Tom ; Hulsizer, Susan ; Nguyen, Hai M. ; Cajka, Tomas ; Pessah, Isaac N ; Wulff, Heike ; Gee, Shirley J. ; Hammock, Bruce D. / Development of Tetramethylenedisulfotetramine (TETS) Hapten Library : Synthesis, Electrophysiological Studies, and Immune Response in Rabbits. In: Chemistry - A European Journal. 2017 ; Vol. 23, No. 35. pp. 8466-8472.
@article{b503d3fd81dd4026aec6f895f9fe90cf,
title = "Development of Tetramethylenedisulfotetramine (TETS) Hapten Library: Synthesis, Electrophysiological Studies, and Immune Response in Rabbits.",
abstract = "There is a need for fast detection methods for the banned rodenticide tetramethylenedisulfotetramine (TETS), a highly potent blocker of the γ-aminobutyric acid (GABAA) receptors. General synthetic approach toward two groups of analogues was developed. Screening of the resulting library of compounds by FLIPR or whole-cell voltage-clamp revealed that, despite the structural differences, some of the TETS analogues retained GABAA receptor inhibition; however, their potency was an order of magnitude lower. Antibodies raised in rabbits against some of the TETS analogues conjugated to protein recognized free TETS and will be used for the development of an immunoassay for TETS.",
keywords = "antibodies, cage convulsants, GABA, neurotoxicity, poly-heterocycles, tetramine",
author = "Bogdan Barnych and Natalia Vasylieva and Tom Joseph and Susan Hulsizer and Nguyen, {Hai M.} and Tomas Cajka and Pessah, {Isaac N} and Heike Wulff and Gee, {Shirley J.} and Hammock, {Bruce D.}",
year = "2017",
month = "6",
day = "22",
doi = "10.1002/chem.201700783",
language = "English (US)",
volume = "23",
pages = "8466--8472",
journal = "Chemistry - A European Journal",
issn = "0947-6539",
publisher = "Wiley-VCH Verlag",
number = "35",

}

TY - JOUR

T1 - Development of Tetramethylenedisulfotetramine (TETS) Hapten Library

T2 - Synthesis, Electrophysiological Studies, and Immune Response in Rabbits.

AU - Barnych, Bogdan

AU - Vasylieva, Natalia

AU - Joseph, Tom

AU - Hulsizer, Susan

AU - Nguyen, Hai M.

AU - Cajka, Tomas

AU - Pessah, Isaac N

AU - Wulff, Heike

AU - Gee, Shirley J.

AU - Hammock, Bruce D.

PY - 2017/6/22

Y1 - 2017/6/22

N2 - There is a need for fast detection methods for the banned rodenticide tetramethylenedisulfotetramine (TETS), a highly potent blocker of the γ-aminobutyric acid (GABAA) receptors. General synthetic approach toward two groups of analogues was developed. Screening of the resulting library of compounds by FLIPR or whole-cell voltage-clamp revealed that, despite the structural differences, some of the TETS analogues retained GABAA receptor inhibition; however, their potency was an order of magnitude lower. Antibodies raised in rabbits against some of the TETS analogues conjugated to protein recognized free TETS and will be used for the development of an immunoassay for TETS.

AB - There is a need for fast detection methods for the banned rodenticide tetramethylenedisulfotetramine (TETS), a highly potent blocker of the γ-aminobutyric acid (GABAA) receptors. General synthetic approach toward two groups of analogues was developed. Screening of the resulting library of compounds by FLIPR or whole-cell voltage-clamp revealed that, despite the structural differences, some of the TETS analogues retained GABAA receptor inhibition; however, their potency was an order of magnitude lower. Antibodies raised in rabbits against some of the TETS analogues conjugated to protein recognized free TETS and will be used for the development of an immunoassay for TETS.

KW - antibodies

KW - cage convulsants

KW - GABA

KW - neurotoxicity

KW - poly-heterocycles

KW - tetramine

UR - http://www.scopus.com/inward/record.url?scp=85021112949&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85021112949&partnerID=8YFLogxK

U2 - 10.1002/chem.201700783

DO - 10.1002/chem.201700783

M3 - Article

C2 - 28411375

AN - SCOPUS:85021112949

VL - 23

SP - 8466

EP - 8472

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 35

ER -