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AB120398

N6-Cyclopentyladenosine (CPA), A1 agonist

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(8 Publications)

MW 335.36 Da, Purity >99%. Potent and selective adenosine A1 receptor agonist (Ki values are 2.3, 790 and 43 nM for human A1, A2A and A3 receptors, respectively). Centrally active following systemic administration *in vivo*. Anticonvulsant, with cardiovacular actions, and effects on sleep regulation.
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Chemical Structure - N6-Cyclopentyladenosine (CPA), A1 agonist (AB120398)
  • Chemical Structure

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Chemical Structure - N6-Cyclopentyladenosine (CPA), A1 agonist (AB120398)

2D chemical structure image of ab120398, N6-Cyclopentyladenosine (CPA), A1 agonist

Key facts

CAS number

41552-82-3

Purity

>99%

Form

Solid

form

Molecular weight

335.36 Da

Molecular formula

C<sub>1</sub><sub>5</sub>H<sub>2</sub><sub>1</sub>N<sub>5</sub>O<sub>4</sub>

PubChem

657378

Nature

Synthetic

Solubility

Soluble in 1 eq. HCl to 100 mM

Soluble in DMSO to 100 mM

Soluble in ethanol to 25 mM (with warming)

Biochemical name

N6-Cyclopentyladenosine

Biological description

Potent and selective adenosine A1 receptor agonist (Ki values are 2.3, 790 and 43 nM for human A1, A2A and A3 receptors, respectively). Centrally active following systemic administration *in vivo*. Anticonvulsant, with cardiovacular actions, and effects on sleep regulation.

Canonical smiles

C1CCC(C1)NC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO)O)O

Isomeric smiles

C1CCC(C1)NC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O

InChi

InChI=1S/C15H21N5O4/c21-5-9-11(22)12(23)15(24-9)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,21-23H,1-5H2,(H,16,17,19)/t9-,11-,12-,15-/m1/s1

InChiKey

SQMWSBKSHWARHU-SDBHATRESA-N

IUPAC Name

(2R,3R,4S,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

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Product details

Please refer to CoA for lot specific information.
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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months
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Product protocols

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Publications (8)

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

The EMBO journal 43:5057-5084 PubMed39284914

2024

ER-phagy restrains inflammatory responses through its receptor UBAC2.

Applications

Unspecified application

Species

Unspecified reactive species

Xing He,Haowei He,Zitong Hou,Zheyu Wang,Qinglin Shi,Tao Zhou,Yaoxing Wu,Yunfei Qin,Jun Wang,Zhe Cai,Jun Cui,Shouheng Jin

Nature communications 15:6340 PubMed39068155

2024

Adenosine triggers early astrocyte reactivity that provokes microglial responses and drives the pathogenesis of sepsis-associated encephalopathy in mice.

Applications

Unspecified application

Species

Unspecified reactive species

Qilin Guo,Davide Gobbo,Na Zhao,Hong Zhang,Nana-Oye Awuku,Qing Liu,Li-Pao Fang,Tanja M Gampfer,Markus R Meyer,Renping Zhao,Xianshu Bai,Shan Bian,Anja Scheller,Frank Kirchhoff,Wenhui Huang

Neural regeneration research 15:712-723 PubMed31638096

2019

Long-term adenosine A1 receptor activation-induced sortilin expression promotes α-synuclein upregulation in dopaminergic neurons.

Applications

Unspecified application

Species

Unspecified reactive species

Yun-Cheng Lv,An-Bo Gao,Jing Yang,Li-Yuan Zhong,Bo Jia,Shu-Hui Ouyang,Le Gui,Tian-Hong Peng,Sha Sun,Francisco S Cayabyab

Cellular physiology and biochemistry : internation 43:733-742 PubMed28950257

2017

The Adenosine A1 Receptor Antagonist DPCPX Inhibits Tumor Progression via the ERK/JNK Pathway in Renal Cell Carcinoma.

Applications

Unspecified application

Species

Unspecified reactive species

Yihong Zhou,Liang Tong,Xi Chu,Fei Deng,Jin Tang,Yuxin Tang,Yingbo Dai

Proceedings of the National Academy of Sciences of 109:2601-6 PubMed22308379

2012

Intermediate conductance calcium-activated potassium channels modulate summation of parallel fiber input in cerebellar Purkinje cells.

Applications

Unspecified application

Species

Unspecified reactive species

Jordan D T Engbers,Dustin Anderson,Hadhimulya Asmara,Renata Rehak,W Hamish Mehaffey,Shahid Hameed,Bruce E McKay,Mirna Kruskic,Gerald W Zamponi,Ray W Turner

The Journal of neuroscience : the official journal of the Society for Neuroscience 32:62-7 PubMed22219270

2012

GABA is depolarizing in hippocampal dentate granule cells of the adolescent and adult rats.

Applications

Unspecified application

Species

Unspecified reactive species

Po-Han Chiang,Pu-Yeh Wu,Tzu-Wei Kuo,Yu-Chao Liu,Chu-Fang Chan,Ta-Chun Chien,Jen-Kun Cheng,Yu-Yin Huang,Cheng-Di Chiu,Cheng-Chang Lien

The Journal of physiology 589:4353-64 PubMed21768266

2011

Rapid and reversible formation of spine head filopodia in response to muscarinic receptor activation in CA1 pyramidal cells.

Applications

Unspecified application

Species

Unspecified reactive species

Philipp Schätzle,Jeanne Ster,David Verbich,R Anne McKinney,Urs Gerber,Peter Sonderegger,José María Mateos

Proceedings of the National Academy of Sciences of 108:9993-7 PubMed21628565

2011

Enhancement of CA3 hippocampal network activity by activation of group II metabotropic glutamate receptors.

Applications

Unspecified application

Species

Unspecified reactive species

Jeanne Ster,José María Mateos,Benjamin Friedrich Grewe,Guyllaume Coiret,Corrado Corti,Mauro Corsi,Fritjof Helmchen,Urs Gerber
View all publications
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