AB144484

(S)-3,5-DHPG (mM/ml), group I mGlu agonist

Name: (S)-3,5-DHPG (mM/ml), group I mGlu agonist (CAS 162870-29-3) | Abcam
Brand: Abcam Limited
SKU: AB144484
Price: 335 USD
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(15 Publications)

MW 183.16 Da, Purity >99%. Selective group I mGlu agonist. Achieve your results faster with highly validated, pure and trusted compounds.

View Alternative Names

1,8-cineole 2-exo-monooxygenase, Albendazole monooxygenase, Albendazole sulfoxidase, CP33, CP34, CP3A4_HUMAN, CYP3, CYP3A, CYP3A3, CYP3A4, CYPIIIA3, CYPIIIA4, Cytochrome P450 3A3, Cytochrome P450 3A4, Cytochrome P450 HLp, Cytochrome P450 NF-25, Cytochrome P450 family 3 subfamily A polypeptide 4, Cytochrome P450 subfamily IIIA polypeptide 4, Cytochrome P450-PCN1, FLJ40498, FLJ41058, G protein coupled receptor family C group 1 member F, GLUR, GLUR8, GPRC1A, GPRC1B, GPRC1C, GPRC1D, GPRC1E, GPRC1F, GPRC1G, GPRC1H, GRM1-Alpha, GRM1_HUMAN, GRM4_HUMAN, GRM5_HUMAN, GRM7_HUMAN, GRM8_HUMAN, GluR-2, GluR-3, GluR-7, Glucocorticoid inducible P450, Glutamate receptor homolog, Glutamate receptor metabotropic 1, Glutamate receptor metabotropic 2, Glutamate receptor metabotropic 3, Glutamate receptor metabotropic 4, Glutamate receptor metabotropic 5, Glutamate receptor metabotropic 6, Glutamate receptor metabotropic 7, Glutamate receptor metabotropic 8, HLP, MGC126680, MGC126724, MGLU1, MGLU7, MGLUR2, MGLUR3, MGLUR6, MGlu3, Metabotropic glutamate receptor 1, Metabotropic glutamate receptor 2, Metabotropic glutamate receptor 3, Metabotropic glutamate receptor 4, Metabotropic glutamate receptor 5, Metabotropic glutamate receptor 5 variant F, Metabotropic glutamate receptor 5 variant G, Metabotropic glutamate receptor 5 variant H, Metabotropic glutamate receptor 6 precursor, Metabotropic glutamate receptor 7, Metabotropic glutamate receptor 8, NF 25, Nifedipine oxidase, OTTHUMP00000206961, OTTHUMP00000214674, OTTHUMP00000214675, P450 III steroid inducible, P450 PCN1, P450, family III, P450C3, PPP1R86, Protein phosphatase 1 regulatory subunit 86, Quinine 3-monooxygenase, SCAR13, Smp_128940, Taurochenodeoxycholate 6-alpha-hydroxylase, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 3, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 4, mGlu2, mGlu4, mGlu5, mGlu6, mGlu8, mGluR1, mGluR4, mGluR5, mGluR7

1 Images

Chemical Structure - (S)-3,5-DHPG (mM/ml), group I mGlu agonist (AB144484)

Chemical Structure

Lab

Chemical Structure - (S)-3,5-DHPG (mM/ml), group I mGlu agonist (AB144484)

2D chemical structure image of ab144484, (S)-3,5-DHPG (mM/ml), group I mGlu agonist

Key facts

CAS number

162870-29-3

Purity

>99%

Form

Solid

form

Molecular weight

183.16 Da

Molecular formula

C8H9NO4

PubChem

443586

Nature

Synthetic

Biochemical name

(S)-3,5-Dihydroxyphenylglycine

Biological description

Selective group I mGlu agonist.

Canonical smiles

C1=C(C=C(C=C1O)O)C(C(=O)O)N

Isomeric smiles

C1=C(C=C(C=C1O)O)[C@@H](C(=O)O)N

InChi

InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1

InChiKey

HOOWCUZPEFNHDT-ZETCQYMHSA-N

IUPAC Name

(2S)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid

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Properties and storage information

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate short-term storage conditions

-20°C

Appropriate long-term storage conditions

-20°C

Storage information

Store in the dark|Store under desiccating conditions|This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes

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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Cytochrome P450 3A4 commonly known as CYP3A4 is an enzyme with a mass of approximately 57 kDa. It participates in the metabolism of various substances including drugs and xenobiotics in the liver and intestines. This enzyme is part of the larger cytochrome P450 family which are heme-containing proteins. Metabotropic Glutamate Receptors (mGluRs) including mGluR2 mGluR3 mGluR1a mGluR5 mGluR4 (also known as MGLUR4) mGluR7 (MGLUR7) and mGluR8 (MGLUR8) are G protein-coupled receptors involved in modulating neurotransmission in the central nervous system and are expressed throughout the brain. The structure and expression of these targets enable them to play significant roles in both enzymatic activity and neurotransmission.

Biological function summary

CYP3A4 plays a role in the oxidation of small organic molecules making it critical for drug metabolism and drug-drug interactions. It operates as part of a large enzymatic complex in the endoplasmic reticulum. Metabotropic Glutamate Receptors contribute to modulating synaptic plasticity and neuronal excitability. These receptors function as homo- or heterodimers and are linked to signaling pathways that regulate several neurotransmitters. The activity of these mGluRs significantly affects cognitive functions learning memory and responsiveness to stress.

Pathways

CYP3A4 is a central player in the drug metabolism pathway influencing the biotransformation of pharmaceuticals and endogenous compounds. It is related to the regulation of the xenobiotic detoxification pathway. Metabotropic Glutamate Receptors are involved in the glutamate signaling pathway which has strong connections to synaptic plasticity. These receptors are associated with other proteins like NMDA and AMPA receptors influencing neurotransmitter release and signal modulation in neuronal networks.

CYP3A4 is associated with altered drug metabolism which can lead to drug-induced liver injury and adverse drug reactions. Additionally altered CYP3A4 activity is linked to conditions affecting the intestines and liver. Metabotropic Glutamate Receptors are connected to neurological disorders such as schizophrenia and anxiety. Dysregulation of these mGluRs can affect proteins like NMDA receptors impacting synaptic signaling and contributing to the pathophysiology of these disorders. Understanding the roles of these targets aids in developing therapies for related diseases.

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Product protocols

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Publications (15)

Recent publications for all applications. Explore the full list and refine your search

Glia 69:2546-2558 PubMed34339538

2021

Adenosine A receptor down-regulates metabotropic glutamate receptor 5 in astrocytes during postnatal development.

Applications

Unspecified application

Species

Unspecified reactive species

Masayoshi Tanaka,Eiji Shigetomi,Bijay Parajuli,Hiroaki Nagatomo,Youichi Shinozaki,Yuri Hirayama,Kozo Saito,Yuto Kubota,Yosuke Danjo,Ji Hwan Lee,Sun Kwang Kim,Junichi Nabekura,Schuichi Koizumi

Molecular cell 77:1176-1192.e16 PubMed31999954

2020

Autism-Misregulated eIF4G Microexons Control Synaptic Translation and Higher Order Cognitive Functions.

Applications

Unspecified application

Species

Unspecified reactive species

Thomas Gonatopoulos-Pournatzis,Rieko Niibori,Eric W Salter,Robert J Weatheritt,Brian Tsang,Shaghayegh Farhangmehr,Xinyi Liang,Ulrich Braunschweig,Jonathan Roth,Shen Zhang,Tyler Henderson,Eesha Sharma,Mathieu Quesnel-Vallières,Jon Permanyer,Stefan Maier,John Georgiou,Manuel Irimia,Nahum Sonenberg,Julie D Forman-Kay,Anne-Claude Gingras,Graham L Collingridge,Melanie A Woodin,Sabine P Cordes,Benjamin J Blencowe

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:13743-57 PubMed23966696

2013

CA1 pyramidal cell theta-burst firing triggers endocannabinoid-mediated long-term depression at both somatic and dendritic inhibitory synapses.

Applications

Unspecified application

Species

Unspecified reactive species

Thomas J Younts,Vivien Chevaleyre,Pablo E Castillo

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:5486-98 PubMed23536064

2013

Novel GABAergic circuits mediating excitation/inhibition of Cajal-Retzius cells in the developing hippocampus.

Applications

Unspecified application

Species

Unspecified reactive species

Giulia Quattrocolo,Gianmaria Maccaferri

Nature neuroscience 16:449-55 PubMed23434911

2013

Low hippocampal PI(4,5)P₂ contributes to reduced cognition in old mice as a result of loss of MARCKS.

Applications

Unspecified application

Species

Unspecified reactive species

Laura Trovò,Tariq Ahmed,Zsuzsanna Callaerts-Vegh,Andrea Buzzi,Claudia Bagni,Marinee Chuah,Thierry Vandendriessche,Rudi D'Hooge,Detlef Balschun,Carlos G Dotti

Molecular pharmacology 81:120-33 PubMed22021324

2011

Functional impact of allosteric agonist activity of selective positive allosteric modulators of metabotropic glutamate receptor subtype 5 in regulating central nervous system function.

Applications

Unspecified application

Species

Unspecified reactive species

Meredith J Noetzel,Jerri M Rook,Paige N Vinson,Hyekyung P Cho,Emily Days,Y Zhou,Alice L Rodriguez,Hilde Lavreysen,Shaun R Stauffer,Colleen M Niswender,Zixiu Xiang,J Scott Daniels,Carrie K Jones,Craig W Lindsley,C David Weaver,P Jeffrey Conn

The Journal of neuroscience : the official journal of the Society for Neuroscience 31:7450-5 PubMed21593328

2011

Excitatory modulation in the cochlear nucleus through group I metabotropic glutamate receptor activation.

Applications

Unspecified application

Species

Unspecified reactive species

Soham Chanda,Matthew A Xu-Friedman

The Journal of neuroscience : the official journal of the Society for Neuroscience 31:6646-53 PubMed21543593

2011

Spinal protein kinase M ζ underlies the maintenance mechanism of persistent nociceptive sensitization.

Applications

Unspecified application

Species

Unspecified reactive species

Marina N Asiedu,Dipti V Tillu,Ohannes K Melemedjian,Adia Shy,Raul Sanoja,Bryce Bodell,Sourav Ghosh,Frank Porreca,Theodore J Price

British journal of pharmacology 163:984-94 PubMed21366553

2011

Indirect modulation of neuronal excitability and synaptic transmission in the hippocampus by activation of proteinase-activated receptor-2.

Applications

Unspecified application

Species

Unspecified reactive species

J Gan,S M Greenwood,S R Cobb,T J Bushell

British journal of pharmacology 162:974-88 PubMed21054344

2010

Purine receptor-mediated endocannabinoid production and retrograde synaptic signalling in the cerebellar cortex.

Applications

Unspecified application

Species

Unspecified reactive species

Flora E Kovacs,Peter Illes,Bela Szabo

View all publications

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(S)-3,5-DHPG (mM/ml), group I mGlu agonist

Chemical Structure - (S)-3,5-DHPG (mM/ml), group I mGlu agonist (AB144484)

Key facts

CAS number

Purity

Form

Molecular weight

Molecular formula

PubChem

Nature

Biochemical name

Biological description

Canonical smiles

Isomeric smiles

InChi

InChiKey

IUPAC Name

Properties and storage information

Shipped at conditions

Appropriate short-term storage conditions

Appropriate long-term storage conditions

Storage information

Supplementary information

Biological function summary

Pathways

Product protocols

Publications (15)

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