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Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-221 Revised 18-Nov-08
ABHxD-I . hydrochloride
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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 Add To Cart
ALX-550-221-M001   1 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C8H11NO4 . 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
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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 Add To Cart
ALX-151-020-M050   50 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C11H16N2O8
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-550-017 Revised 17-Jan-05
cis-ACPD
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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 Add To Cart
Product Specification
FORMULA: C7H11NO4
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
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SYNONYMS (±)-1-Aminocyclopentane-trans-1,3-dicarboxylic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-020-M005   5 mg 55.00 USD Add To Cart
ALX-550-020-M025   25 mg 220.00 USD Add To Cart
Product Specification
FORMULA: C7H11NO4
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
Further Categories Containing This Product:
Excitatory Amino Acids
 
 
ALX-550-018 Revised 03-Mar-05
(1R,3R)-ACPD
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SYNONYMS (1R,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-018-M005   5 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C7H11NO4
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
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SYNONYMS (1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-021-M005   5 mg 75.00 USD Add To Cart
ALX-550-021-M025   25 mg 320.00 USD Add To Cart
Product Specification
FORMULA: C7H11NO4
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
Further Categories Containing This Product:
Excitatory Amino Acids
 
 
ALX-550-005 Revised 16-Feb-05
trans-1,2-homo-ACPD
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SYNONYMS (±)-trans-1-Amino-1-carboxycyclopentane-2-acetic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-005-M005   5 mg 48.00 USD Add To Cart
Product Specification
FORMULA: C8H13NO4
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
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SYNONYMS (±)-cis-1-Amino-1-carboxycyclopentane-3-acetic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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ALX-550-009-M005   5 mg 65.00 USD Add To Cart
Product Specification
FORMULA: C8H13NO4
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
trans-1,3-homo-ACPD
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SYNONYMS (±)-trans-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-550-006-M005   5 mg 65.00 USD Add To Cart
Product Specification
FORMULA: C8H13NO4
MW: 187.2
PURITY: ≥97%
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.


(1R,3S)-homo-ACPD
Product Description
Equimolar mixture of (1R,3S)-homo-ACPD (Prod. No. ALX-550-008) and (1S,3R)-homo-ACPD (Prod. No. ALX-550-007). 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-550-010 Revised 16-Feb-05
(1R,3R)-homo-ACPD
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SYNONYMS (1R,3R)-1-Amino-1-carboxycyclopentane-3-acetic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-010-M005   5 mg 95.00 USD Add To Cart
Product Specification
FORMULA: C8H13NO4
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
Active isomer of cis-1,3-homo-ACPD (Prod. No. ALX-550-009) 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-550-008 Revised 24-Feb-05
(1R,3S)-homo-ACPD
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SYNONYMS (1R,3S)-1-Amino-1-carboxycyclopentane-3-acetic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-008-M005   5 mg 65.00 USD Add To Cart
Product Specification
FORMULA: C8H13NO4
MW: 187.2
PURITY: ≥97%
APPEARANCE: White crystalline powder.
SOLUBILITY: Soluble in diluted sodium hydroxide solution.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

(1R,3S)-homo-ACPD
Product Description
Inactive isomer of trans-1,3-homo-ACPD (Prod. No. ALX-550-006).
Product Specific Literature References
Pharmacological agents acting at subtypes of metabotropic glutamate receptors: D.D. Schoepp; Neuropharmacology 38, 1431 (1999), (Review) Abstract
Further Categories Containing This Product:
Excitatory Amino Acids
 
 
ALX-550-007 Revised 26-Apr-07
(1S,3R)-homo-ACPD
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SYNONYMS (1S,3R)-1-Amino-1-carboxycyclopentane-3-acetic acid
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Glutamate Receptors (Metabotropic) / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-007-M005