Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

AP Kozikowski; Y Liao; W Tuckmantel; SM Wang; S Pshenichkin; A Surin; C Thomsen; JT Wroblewski

Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

AP Kozikowski^*, Y Liao, W Tuckmantel, SM Wang, S Pshenichkin, A Surin, C Thomsen, JT Wroblewski

^*Corresponding author for this work

Groningen Research Institute of Pharmacy

Research output: Contribution to journal › Article › Academic › peer-review

26 Citations (Scopus)

Abstract

Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd

Original language	English
Pages (from-to)	2559-2564
Number of pages	6
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	6
Issue number	21
Publication status	Published - 5-Nov-1996

Keywords

LONG-TERM POTENTIATION
MOLECULAR CHARACTERIZATION
SIGNAL TRANSDUCTION
RECEPTOR
SUBTYPES
MGLUR1
CELLS
SELECTIVITY
PLASTICITY
DEFICIT

Cite this

@article{c04057c9ad0b4bf2bfb79e118ece5115,

title = "Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)",

abstract = "Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd",

keywords = "LONG-TERM POTENTIATION, MOLECULAR CHARACTERIZATION, SIGNAL TRANSDUCTION, RECEPTOR, SUBTYPES, MGLUR1, CELLS, SELECTIVITY, PLASTICITY, DEFICIT",

author = "AP Kozikowski and Y Liao and W Tuckmantel and SM Wang and S Pshenichkin and A Surin and C Thomsen and JT Wroblewski",

year = "1996",

month = nov,

day = "5",

language = "English",

volume = "6",

pages = "2559--2564",

journal = "Bioorganic & Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "American Chemical Society",

number = "21",

}

Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA). / Kozikowski, AP; Liao, Y; Tuckmantel, W; Wang, SM; Pshenichkin, S; Surin, A; Thomsen, C; Wroblewski, JT.

In: Bioorganic & Medicinal Chemistry Letters, Vol. 6, No. 21, 05.11.1996, p. 2559-2564.

Research output: Contribution to journal › Article › Academic › peer-review

TY - JOUR

T1 - Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

AU - Kozikowski, AP

AU - Liao, Y

AU - Tuckmantel, W

AU - Wang, SM

AU - Pshenichkin, S

AU - Surin, A

AU - Thomsen, C

AU - Wroblewski, JT

PY - 1996/11/5

Y1 - 1996/11/5

N2 - Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd

AB - Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of(+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand. Copyright (C) 1996 Elsevier Science Ltd

KW - LONG-TERM POTENTIATION

KW - MOLECULAR CHARACTERIZATION

KW - SIGNAL TRANSDUCTION

KW - RECEPTOR

KW - SUBTYPES

KW - MGLUR1

KW - CELLS

KW - SELECTIVITY

KW - PLASTICITY

KW - DEFICIT

M3 - Article

VL - 6

SP - 2559

EP - 2564

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

SN - 0960-894X

IS - 21

ER -