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ALX-350-104
Revised 10-May-07
Aaptamine
SYNONYMS
8,9-Dimethoxy-1
H
-benzo[
de
][1,6]naphtyridine
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Other Toxins
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ALX-350-104-M001
1 mg
90.00 USD
Product Specification
FORMULA:
C
13
H
12
N
2
O
2
MW:
228.3
CAS NUMBER:
85547-22-4
SOURCE/HOST:
Isolated from the sponge
Aaptos aaptos
.
PURITY:
≥97%
APPEARANCE:
Oil.
SOLUBILITY:
Soluble in DMSO or 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
HAZARD:
TOXIC.
Product Description
Competitive antagonist of α-adrenoceptors in vascular smooth muscle cells. Inhibits cancer cell growth.
Product Specific Literature References
Alpha-adrenoceptor blocking action of aaptamine, a novel marine natural product, in vascular smooth muscle
:
Y. Ohizumi, et al.; J. Pharm. Pharmacol.
36
, 785 (1984)
Abstract
Antineoplastic agents 491. Synthetic conversion of aaptamine to isoaaptamine, 9-demethylaaptamine, and 4-methylaaptamine:
G.R. Pettit, et al.; J. Org. Chem.
69
, 2251 (2004)
Abstract
Aaptamine, a spongean alkaloid, activates p21 promoter in a p53-independent manner:
S. Aoki, et al.; BBRC
342
, 101 (2006)
Abstract
Further Categories Containing This Product:
Adrenergics & Adrenergic Receptors / Related Products
•
Natural Products - Antitumor Reagents
•
Antitumor Agents (Anti-proliferative)
•
Alkaloids
•
Marine Natural Products
ALX-550-221
Revised 18-Nov-08
ABHxD-I . hydrochloride
SYNONYMS
(1S,2S,4S,5S)-2-Aminobicyclo[2.1.1]hexene-2,5-dicarboxylic acid . HCl
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-221-MC05
0.5 mg
60.00 USD
ALX-550-221-M001
1 mg
90.00 USD
Product Specification
FORMULA:
C
8
H
11
NO
4
. HCl
MW:
185.2 . 36.5
PURITY:
≥96%
SOLUBILITY:
Soluble in water or methanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Conformationally restricted ACPD analog. Potent mGluR ligand with similar selectivity and potency to glutamate but without ionotropic activity. Neuroprotective.
Product Specific Literature References
Synthesis and biology of the conformationally restricted ACPD analogue, 2-aminobicyclo[2.1.1]hexane-2,5-dicarboxylic acid-I, a potent mGluR agonist:
A.P. Kozikowski, et al.; J. Med. Chem.
41
, 1641 (1998)
Abstract
ALX-151-020
Revised 10-Feb-05
N-Acetyl-Asp-Glu-OH
SYNONYMS
α-NAAG
Spaglumic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
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ALX-151-020-M010
10 mg
35.00 USD
ALX-151-020-M050
50 mg
140.00 USD
Product Specification
FORMULA:
C
11
H
16
N
2
O
8
MW:
304.3
CAS NUMBER:
3106-85-2
PURITY:
≥98%
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Endogenous neurotransmitter with high affinity for the brain glutamate receptor. N-acetylated α-linked acidic dipeptidase (NAALADase), a membrane-bound peptidase, hydrolyzes α
-
NAAG, a major brain peptide, to N-acetylaspartate and glutamate. Discriminates between mGluR2 and mGluR3. mGluR3 activator. NMDA receptor antagonist. Neuroprotective.
Product Specific Literature References
N-acetylaspartylglutamate: an endogenous peptide with high affinity for a brain glutamate receptor:
R. Zaczek, et al.; PNAS
80
, 1116 (1983)
Abstract
Characterization of the interactions of N-acetyl-aspartyl-glutamate with [3H]L-glutamate receptors
:
K.J. Koller & J.T. Coyle; Eur. J. Pharmacol.
98
, 193 (1984)
Abstract
The neurobiology of N-acetylaspartylglutamate:
R.D. Blakely & J.T. Coyle; Int. Rev. Neurobiol.
30
, 39 (1988)
Abstract
Design, synthesis, and biological activity of a potent inhibitor of the neuropeptidase N-acetylated alpha-linked acidic dipeptidase:
P.F. Jackson, et al.; J. Med. Chem.
39
, 619 (1996)
Abstract
The nagging question of the function of N-acetylaspartylglutamate:
J.T. Coyle; Neurobiol. Dis.
4
, 231 (1997)
Abstract
N-acetylaspartylglutamate stimulates metabotropic glutamate receptor 3 to regulate expression of the GABA(A) alpha6 subunit in cerebellar granule cells:
S. Ghose, et al.; J. Neurochem.
69
, 2326 (1997)
Abstract
N-acetylaspartylglutamate (NAAG) protects against rat striatal quinolinic acid lesions in vivo:
L.R. Orlando, et al.; Neurosci. Lett.
236
, 91 (1997)
Abstract
N-acetylaspartylglutamate, N-acetylaspartate, and N-acetylated alpha-linked acidic dipeptidase in human brain and their alterations in Huntington and Alzheimer's diseases:
L.A. Passani, et al.; Mol. Chem. Neuropathol.
31
, 97 (1997)
Abstract
Distribution of N-acetylaspartylglutamate immunoreactivity in human brain and its alteration in neurodegenerative disease:
L.A. Passani, et al.; Brain Res.
772
, 9 (1997)
Abstract
N-acetylaspartylglutamate selectively activates mGluR3 receptors in transfected cells:
B. Wroblewska, et al.; J. Neurochem.
69
, 174 (1997)
Abstract
Neuroprotective activity of N-acetylaspartylglutamate in cultured cortical cells:
V. Bruno, et al.; Neuroscience
85
, 751 (1998)
Abstract
N-acetylaspartylglutamate activates cyclic AMP-coupled metabotropic glutamate receptors in cerebellar astrocytes:
B. Wroblewska, et al.; Glia
24
, 172 (1998)
Abstract
A.P. Burlina, et al.; Eur. J. Pediatr.
158
, 406 (1999)
Abstract
Further Categories Containing This Product:
NMDA Receptors / Related Products
•
NAALADase / Related Products
•
Peptides
ALX-550-208
Revised 17-Dec-04
N-Acetyl-5-hydroxytryptamine
SYNONYMS
N-Acetylserotonin
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Melatonin Receptors / Related Products
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ALX-550-208-M010
10 mg
10.00 USD
ALX-550-208-M050
50 mg
25.00 USD
ALX-550-208-M500
500 mg
125.00 USD
Product Specification
FORMULA:
C
12
H
14
N
2
O
2
MW:
218.3
CAS NUMBER:
1210-83-9; 17994-17-1
PURITY:
≥99%
APPEARANCE:
Off-white powder.
SOLUBILITY:
Soluble in ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
Product Description
Metabolite of serotonin (Prod. No.
ALX-550-328
). Precursor of melatonin (Prod. No.
ALX-550-071
). Inhibitor of hydroxyindole-O-methyltransferase.
Product Specific Literature References
The metabolism of serotonin (5-hydroxytryptamine)
:
W.M. McIsaac and I.H. Page; J. Biol. Chem.
234
, 858 (1959)
Full Text
Hydroxyindole-O-methyltransferase. I. Substrate binding:
B.T. Ho, et al.; J. Pharm. Sci.
58
, 130 (1969)
Abstract
Hydroxyindole-O-methyltransferase. II. Inhibitory activities of some N- acyltryptamines:
B.T. Ho, et al.; J. Pharm. Sci.
57
, 1998 (1968)
Abstract
Further Categories Containing This Product:
Serotonergics & Serotonin Receptors / Related Products
ALX-550-200
Revised 09-Aug-02
N-Acetyltryptamine
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Melatonin Receptors / Related Products
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ALX-550-200-M005
5 mg
50.00 USD
ALX-550-200-M025
25 mg
190.00 USD
Product Specification
FORMULA:
C
12
H
14
N
2
O
MW:
202.3
CAS NUMBER:
1016-47-3
PURITY:
≥97%
SOLUBILITY:
Soluble in methanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Partial agonist for melatonin receptors.
Product Specific Literature References
Characterization of a retinal melatonin receptor:
M.L. Dubocovich; J. Pharmacol. Exp. Ther.
234
, 395 (1985)
Abstract
Luzindole (N-0774): a novel melatonin receptor antagonist:
M.L. Dubocovich; J. Pharmacol. Exp. Ther.
246
, 902 (1988)
Abstract
ALX-550-017
Revised 17-Jan-05
cis-ACPD
SYNONYMS
(±)-1-Aminocyclopentane-
cis
-1,3-dicarboxylic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-017-M005
5 mg
60.00 USD
Product Specification
FORMULA:
C
7
H
11
NO
4
MW:
173.2
CAS NUMBER:
39026-63-6
PURITY:
≥97%
APPEARANCE:
White solid.
SOLUBILITY:
Soluble in dilute aqueous base.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
(1S,3S)-ACPD
(1R,3R)-ACPD
Product Description
Potent NMDA agonist. Equimolar mixture of (1R,3R)-ACPD (Prod. No.
ALX-550-018
) and (1S,3S)-ACPD (Prod. No.
ALX-550-019
).
Product Specific Literature References
Receptors for the excitatory amino acids in the mammalian central nervous system:
H. McLennan; Prog. Neurobiol.
20
, 251 (1983)
Abstract
Structure/activity relations of N-methyl-D-aspartate receptor ligands as studied by their inhibition of [3H]D-2-amino-5-phosphonopentanoic acid binding in rat brain membranes:
H.J. Olverman, et al.; Neuroscience
26
, 17 (1988)
Abstract
In vitro and in vivo pharmacology of trans- and cis-(+-)-1-amino-1,3-cyclopentanedicarboxylic acid: dissociation of metabotropic and ionotropic excitatory amino acid receptor effects:
D.D. Schoepp, et al.; J. Neurochem.
56
, 1789 (1991)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors
:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Further Categories Containing This Product:
NMDA Receptors / Related Products
•
Excitatory Amino Acids
ALX-550-020
Revised 11-Mar-08
trans-ACPD
SYNONYMS
(±)-1-Aminocyclopentane-
trans
-1,3-dicarboxylic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
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Format:
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ALX-550-020-M005
5 mg
55.00 USD
ALX-550-020-M025
25 mg
220.00 USD
Product Specification
FORMULA:
C
7
H
11
NO
4
MW:
173.2
CAS NUMBER:
67684-64-4, 39026-64-7
RTECS:
GY4060000
PURITY:
≥97% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in dilute aqueous base or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
HAZARD:
HARMFUL.
IDENTITY:
Identity determined by NMR.
(1R,3S)-ACPD
Product Description
Equimolar mixture of (1S,3R)-ACPD (Prod. No.
ALX-550-021
) and (1R,3S)-ACPD. Selective agonist for mGluRs (active at both group I and group II mGluRs).
Product Specific Literature References
The excitatory amino acid receptors: their classes, pharmacology, and distinct properties in the function of the central nervous system:
D.T. Monaghan, et al.; Annu. Rev. Pharmacol. Toxicol.
29
, 365 (1989)
Abstract
Trans-ACPD, a selective agonist of the phosphoinositide-coupled excitatory amino acid receptor:
E. Palmer, et al.; Eur. J. Pharmacol.
166
, 585 (1989)
Abstract
In vitro and in vivo pharmacology of trans- and cis-(+-)-1-amino-1,3-cyclopentanedicarboxylic acid: dissociation of metabotropic and ionotropic excitatory amino acid receptor effects:
D.D. Schoepp, et al.; J. Neurochem.
56
, 1789 (1991)
Abstract
Molecular diversity of glutamate receptors and implications for brain function:
S. Nakanishi; Science
258
, 597 (1992)
Abstract
Neuroprotective sigma ligands attenuate NMDA and trans-ACPD-induced calcium signaling in rat primary neurons:
K.L. Klette, et al.; Brain Res.
756
, 231 (1997)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Metabotropic glutamate receptor agonists reduce glutamate release from cultured astrocytes:
Z.C. Ye & H. Sontheimer; Glia
25
, 270 (1999)
Abstract
Related Products
ALX-550-021
(1S,3R)-ACPD
Further Categories Containing This Product:
Excitatory Amino Acids
ALX-550-018
Revised 03-Mar-05
(1R,3R)-ACPD
SYNONYMS
(1R,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
Ordering Information
Product Numbers:
Format:
Size:
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ALX-550-018-M005
5 mg
90.00 USD
Product Specification
FORMULA:
C
7
H
11
NO
4
MW:
173.2
CAS NUMBER:
111900-33-5
PURITY:
≥97%
APPEARANCE:
White solid.
SOLUBILITY:
Soluble in water or dilute aqueous base.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
(1R,3R)-ACPD
Product Description
Active isomer of
cis
-ACPD (Prod. No.
ALX-550-017
)
. Potent and specific NMDA receptor agonist.
Product Specific Literature References
Receptors for the excitatory amino acids in the mammalian central nervous system:
H. McLennan; Prog. Neurobiol.
20
, 251 (1983)
Abstract
Synthesis, resolution, and absolute configuration of the isomers of the neuronal excitant 1-amino-1,3-cyclopentanedicarboxylic acid:
K. Curry, et al.; J. Med. Chem.
31
, 864 (1988)
Abstract
Differences in agonist and antagonist activities for two indices of metabotropic glutamate receptor-stimulated phosphoinositide turnover:
R. Mistry & R.A. Challiss; Br. J. Pharmacol.
117
, 1735 (1996)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors
:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Further Categories Containing This Product:
NMDA Receptors / Related Products
•
Excitatory Amino Acids
ALX-550-021
Revised 07-Mar-08
(1S,3R)-ACPD
SYNONYMS
(1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-550-021-M005
5 mg
75.00 USD
ALX-550-021-M025
25 mg
320.00 USD
Product Specification
FORMULA:
C
7
H
11
NO
4
MW:
173.2
CAS NUMBER:
111900-32-4
RTECS:
GY4060000
PURITY:
≥97% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in dilute aqueous base or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
HAZARD:
HARMFUL.
IDENTITY:
Identity determined by NMR.
Product Description
Active isomer of
trans
-ACPD (Prod. No.
ALX-550-020
).
Product Specific Literature References
Synthesis, resolution, and absolute configuration of the isomers of the neuronal excitant 1-amino-1,3-cyclopentanedicarboxylic acid:
K. Curry, et al.; J. Med. Chem.
31
, 864 (1988)
Abstract
Selective activation of phosphoinositide hydrolysis by a rigid analogue of glutamate:
M.A. Desai & P.J. Conn; Neurosci. Lett.
109
, 157 (1990)
Abstract
1S,3R-ACPD stimulates and L-AP3 blocks Ca2+ mobilization in rat cerebellar neurons:
A.J. Irving, et al.; Eur. J. Pharmacol.
186
, 363 (1990)
Abstract
Evidence for presynaptic depression of monosynaptic excitation in neonatal rat motoneurones by (1S,3S)- and (1S,3R)-ACPD:
P.C. Pook, et al.; Exp. Physiol.
77
, 529 (1992)
Abstract
In vitro and in vivo pharmacology of 1S,3R- and 1R,3S-ACPD: evidence for a role of metabotropic glutamate receptors in striatal motor function:
D.D. Schoepp; Mol. Neuropharmacol.
2
, 33 (1992)
Seizures and brain injury in neonatal rats induced by 1S,3R-ACPD, a metabotropic glutamate receptor agonist:
J.W. McDonald, et al.; J. Neurosci.
13
, 4445 (1993)
Abstract
Metabotropic glutamate receptors in brain function and pathology:
D.D. Schoepp & P.J. Conn; TIPS
14
, 13 (1993), (Review)
Abstract
Intracerebral 1S,3R-1-aminocyclopentane-1,3-dicarboxylic acid (1S,3R- ACPD) produces limbic seizures that are not blocked by ionotropic glutamate receptor antagonists:
J.P. Tizzano, et al.; Neurosci. Lett.
162
, 12 (1993)
Abstract
Metabotropic glutamate receptors: novel targets for drug development:
T. Knöpfel, et al.; J. Med. Chem.
38
, 1417 (1995)
Abstract
Metabotropic glutamate receptors, transmitter output and fatty acids: studies in rat brain slices:
G. Lombardi, et al.; Br. J. Pharmacol.
117
, 189 (1996)
Abstract
Differences in agonist and antagonist activities for two indices of metabotropic glutamate receptor-stimulated phosphoinositide turnover:
R. Mistry & R.A. Challiss; Br. J. Pharmacol.
117
, 1735 (1996)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Related Products
ALX-550-020
trans
-ACPD
Further Categories Containing This Product:
Excitatory Amino Acids
ALX-550-005
Revised 16-Feb-05
trans-1,2-homo-ACPD
SYNONYMS
(±)-
trans
-1-Amino-1-carboxycyclopentane-2-acetic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-550-005-M005
5 mg
48.00 USD
Product Specification
FORMULA:
C
8
H
13
NO
4
MW:
187.2
PURITY:
≥97%
APPEARANCE:
White powder.
SOLUBILITY:
Soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
Product Description
Selective antagonist for group II mGluRs.
Product Specific Literature References
New analogues of ACPD with selective activity for group II metabotropic glutamate receptors:
H. Bräuner-Osborne, et al.; Eur. J. Pharmacol.
332
, 327 (1997)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors
:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Further Categories Containing This Product:
Excitatory Amino Acids
ALX-550-009
Revised 24-Nov-04
cis-1,3-homo-ACPD
SYNONYMS
(±)-
cis
-1-Amino-1-carboxycyclopentane-3-acetic acid
PRODUCT LINE
Neurobiology
PRODUCT CATEGORY
Glutamate Receptors (Metabotropic) / Related Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-550-009-M005
5 mg
65.00 USD
Product Specification
FORMULA:
C
8
H
13
NO
4
MW:
187.2
PURITY:
≥97%
APPEARANCE:
White powder.
SOLUBILITY:
Soluble in dilute aqueous base.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+20°C
HANDLING:
Protect from light.
Product Description
Equimolar mixture of (1R,3R)-
homo
-ACPD (Prod. No.
ALX-550-010
) and (1S,3S)-
homo
-ACPD (Prod. No.
ALX-550-011
). Selective agonist for group II mGluRs. Has no effect at ionotropic excitatory amino acid receptors.
Product Specific Literature References
New analogues of ACPD with selective activity for group II metabotropic glutamate receptors:
H. Bräuner-Osborne, et al.; Eur. J. Pharmacol.
332
, 327 (1997)
Abstract
Pharmacological agents acting at subtypes of metabotropic glutamate receptors
:
D.D. Schoepp, et al.; Neuropharmacology
38
, 1431 (1999), (Review)
Abstract
Further Categories Containing This Product:
Excitatory Amino Acids
ALX-550-006
Revised 16-Feb-05