CYCLOLEUCINE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H11NO2
Molecular Weight	129.157
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1(CCCC1)C(O)=O

InChI

InChIKey=NILQLFBWTXNUOE-UHFFFAOYSA-N

InChI=1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Glutamate induces different neuronal conditioned responses than ACPD when used as a locally ionophoresed unconditioned stimulus in the cat motor cortex.	2002	12479788
A pharmacological analysis of the contractile effects of glutamate on rat and human isolated gut smooth muscle strips.	2002 Dec	12616958
Acamprosate inhibits the binding and neurotoxic effects of trans-ACPD, suggesting a novel site of action at metabotropic glutamate receptors.	2002 Dec	12500101
Synthesis and pharmacology of 3-hydroxy-delta2-isoxazoline-cyclopentane analogues of glutamic acid.	2002 Nov	12484537
Carbon monoxide and metabotropic glutamate receptors in rat nucleus tractus solitarii: participation in cardiovascular effect.	2002 Nov 1	12409003
Enantioselective synthesis of the excitatory amino acid (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid.	2002 Nov 1	12398480
Cell type-selective expression of green fluorescent protein and the calcium indicating protein, yellow cameleon, in rat cortical primary cultures.	2002 Nov 29	12445689
A bicyclic cispentacin derivative as a novel reverse turn inducer in a GnRH mimetic.	2002 Oct 4	12353977
Activation of glutamate receptors inhibits Na/K-ATPase of cerebellum granule cells.	2002 Sep	12387713
Spatial segregation and interaction of calcium signalling mechanisms in rat hippocampal CA1 pyramidal neurons.	2002 Sep 1	12205182
Group I metabotropic glutamate receptor-mediated enhancement of dopamine cell burst firing in rat ventral tegmental area in vitro.	2002 Sep 6	12383971
Reduced activity of hippocampal group-I metabotropic glutamate receptors in learning-prone rats.	2003	14596868
Expression of angiogenic factors in hepatocellular carcinoma after transcatheter arterial chemoembolization.	2003	14526434
Effects of a selective metabotropic glutamate receptor agonist on the micturition reflex pathway in urethane-anesthetized rats.	2003	12951674
Dual modulation of gabaergic transmission by metabotropic glutamate receptors in rat ventral tegmental area.	2003	12770559
Actions of Group I and Group II metabotropic glutamate receptor ligands on 5-hydroxytryptamine release in the rat cerebral cortex in vivo: differential roles in the regulation of central serotonergic neurotransmission.	2003	12617971
Glutamate receptors regulate Na/K-ATPase in cerebellum neurons.	2003 Apr	12763898
Carbon monoxide mediates vasodilator effects of glutamate in isolated pressurized cerebral arterioles of newborn pigs.	2003 Apr	12666665
Translation of clock rhythmicity into neural firing in suprachiasmatic nucleus requires mGluR-PLCbeta4 signaling.	2003 Apr	12640460
Cooperativity between activation of metabotropic glutamate receptors and NMDA receptors in the induction of LTP in hippocampal CA1 neurons.	2003 Aug	12871773
Functional synaptic contacts by intranuclear axon collaterals of thalamic relay neurons.	2003 Aug 20	12930803
Characterization of S-adenosylmethionine synthetase in Cryptosporidium parvum (Apicomplexa).	2003 Aug 29	12951252
Hydroxyl radicals release in rat striatum involves metabotropic glutamate receptors.	2003 Aug 30	12909289
Glutamate causes a loss in human cerebral endothelial barrier integrity through activation of NMDA receptor.	2003 Dec	12893641
Glutamate-mediated cytosolic calcium oscillations regulate a pulsatile prostaglandin release from cultured rat astrocytes.	2003 Dec 1	14500777
The use of enantiomerically pure ketene dithioacetal bis(sulfoxides) in highly diastereoselective intramolecular nitrone cycloadditions. Application in the total synthesis of the beta-amino acid (-)-cispentacin and the first asymmetric synthesis of cis-(3R,4R)-4-amino-pyrrolidine-3-carboxylic acid.	2003 Feb 21	12929455
Effects of calcium and glutamate receptor agonists on leaf consumption by lepidopteran neonates.	2003 Jan	12479959
Different roles of group I and group II metabotropic glutamate receptors on phencyclidine-induced dopamine release in the rat prefrontal cortex.	2003 Jan 23	12505620
Antagonism of glutamatergic metabotropic receptors in the NTS of awake rats does not affect the gain of the baroreflex.	2003 Jan 31	12531399
Expression of group I metabotropic glutamate receptors in rat hippocampal cells in culture and their characterization by intracellular calcium ion dynamics.	2003 Jul	12890890
Enhancement of low-voltage-activated calcium currents by group II metabotropic glutamate receptors in rat retinal ganglion cells.	2003 Jul	12837619
Accommodation of alpha-substituted residues in the beta-peptide 12-helix: expanding the range of substitution patterns available to a foldamer scaffold.	2003 Jul 16	12848561
Endogenous zinc as a retinal neuromodulator: evidence from the skate (Raja erinacea).	2003 Jul 17	12821176
The role of ionotropic receptors of glutaminic acid in cardiovascular system. A. The influence of ionotropic receptor NMDA agonist - 1R,3R-ACPD and antagonist - DL-AP7 on the systemic pressure in rats.	2003 Jun	12768502
S-adenosylmethionine (AdoMet) modulates endotoxin stimulated interleukin-10 production in monocytes.	2003 Jun	12736147
Synaptically activated Ca2+ waves in layer 2/3 and layer 5 rat neocortical pyramidal neurons.	2003 Jun 1	12692172
Characterisation of methionine adenosyltransferase from Mycobacterium smegmatis and M. tuberculosis.	2003 Jun 16	12809568
Peptide backbone folding induced by the C(alpha)-tetrasubstituted cyclic alpha-amino acids 4-amino-1,2-dithiolane-4-carboxylic acid (Adt) and 1-aminocyclopentane-1-carboxylic acid (Ac5c). A joint computational and experimental study.	2003 Jun 7	12945783
Activation of Ih is necessary for patterning of mGluR and mAChR induced network activity in the hippocampal CA3 region.	2003 Mar	12604089
Roles of ionotropic glutamate receptors in early developing neurons derived from the P19 mouse cell line.	2003 Mar-Apr	12595756
Alpha-cycloPNA: 1-aminocylopentane-1-carboxylic acid-derived peptide nucleic acid.	2003 May-Aug	14565416
Structure of glutamate analogs that activate the ON bipolar cell metabotropic glutamate receptor in vertebrate retina.	2003 May-Jun	14570245
Assessment of treatment response by autoradiography with (14)C-aminocyclopentane carboxylic acid, (67)Ga-DTPA, and (18)F-FDG in a herpes simplex virus thymidine kinase/ganciclovir brain tumor model.	2003 Nov	14602869
Nicotine recruits a local glutamatergic circuit to excite septohippocampal GABAergic neurons.	2003 Sep	12956714
Metabotropic glutamate receptors (mGluRs) are involved in early phase of memory formation: possible role of modulation of glutamate release.	2003 Sep-Oct	12742093
NMDA receptors in nucleus tractus solitarii are linked to soluble guanylate cyclase.	2004 Apr	15020305
Expression and functional properties of group I metabotropic glutamate receptors in bovine chromaffin cells.	2004 Jan 15	14705139
Two helical conformations from a single foldamer backbone: "split personality" in short alpha/beta-peptides.	2004 Jan 16	14735547
S-adenosylmethionine and its metabolite induce apoptosis in HepG2 cells: Role of protein phosphatase 1 and Bcl-x(S).	2004 Jul	15239106
NMDA receptor antagonism blocks the cardiovascular responses to microinjection of trans-ACPD into the NTS of awake rats.	2004 May	15123563

Patents

Name

Type

Language

CYCLOLEUCINE

Common Name

English

CYCLOLEUCIN

Common Name

English

NSC-1026

Code

English

CYCLOLEUCINE [MI]

Common Name

English

Cycloleucin [WHO-DD]

Common Name

English

CYCLOLEUCINE [HSDB]

Common Name

English

CB-1639

Code

English

1-AMINOCYCLOPENTANECARBOXYLIC ACID

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C574