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E114

Sigma-Aldrich

EHNA hydrochloride

≥98% (HPLC), powder, adenosine deaminase inhibitor

Sinônimo(s):

erythro-9-(2-Hydroxy-3-nonyl)­adenine hydrochloride, erythro-9-Amino-β-hexyl-­α-methyl-9H-purine-9-ethanol hydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C14H23N5O · HCl
Número CAS:
58337-38-5
Peso molecular:
313.83
Número MDL:
MFCD00151066
Código UNSPSC:
12352200
ID de substância PubChem:
24277713
NACRES:
NA.77

Nome do produto

EHNA hydrochloride, ≥98% (HPLC)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

condição de armazenamento

desiccated

solubilidade

DMSO: >10 mg/mL
H2O: >10 mg/mL

cadeia de caracteres SMILES

Cl[H].CCCCCC[C@H]([C@H](C)O)n1cnc2c(N)ncnc12

InChI

1S/C14H23N5O.ClH/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19;/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17);1H/t10-,11+;/m0./s1

chave InChI

VVDXNJRUNJMYOZ-VZXYPILPSA-N

Informações sobre genes

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

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Descrição geral

EHNA is an adenosine deaminase inhibitor. It possesses antitumor action.

Aplicação

EHNA hydrochloride has been used to treat microexplant culture to examine the direction and the motor responsible for the movement of autophagosomes in axons. It has also been used in nucleoside supplementation to inhibit the breakdown of deoxyadenosine by the enzyme adenosine deaminase.

Ações bioquímicas/fisiológicas

Adenosine deaminase inhibitor.

Características e benefícios

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
037M4620V
036M4614V
043M4621V
051M4622V
049K46092

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Sigma-Aldrich

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Sigma-Aldrich

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Nuclease P1 lyophilized powder, ≥200 units/mg protein (E1%/280, 3′-5′-Phosphodiesterase)

Sigma-Aldrich

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Adenosine deaminase inhibitor EHNA exhibits a potent anticancer effect against malignant pleural mesothelioma
Nakajima Y, et al.
Cellular Physiology and Biochemistry, 35(1), 51-60 (2015)
Sarah M Bowers et al.
Pediatric rheumatology online journal, 18(1), 54-54 (2020-07-12)
Human adenosine deaminase 2 (ADA2) is an extracellular enzyme that negatively regulates adenosine-mediated cell signaling by converting adenosine to inosine. Altered ADA2 enzyme activity has been associated with some viral infections and rheumatic diseases. The potential utility of ADA2 as
Enzyme inhibitors. 26. Bridging hydrophobic and hydrophilic regions on adenosine deaminase with some 9-(2-hydroxy-3-alkyl)adenines.
H J Schaeffer et al.
Journal of medicinal chemistry, 17(1), 6-8 (1974-01-01)
Eric Y Shin et al.
Journal of the American Heart Association, 7(2) (2018-01-15)
During myocardial ischemia/reperfusion (MI/R) injury, there is extensive release of immunogenic metabolites that activate cells of the innate immune system. These include ATP and AMP, which upregulate chemotaxis, migration, and effector function of early infiltrating inflammatory cells. These cells subsequently
Heidi M B Lesscher et al.
Alcoholism, clinical and experimental research, 41(7), 1271-1279 (2017-04-28)
A substantial part of the risk for alcohol use disorder is determined by genetic factors. We previously used chromosome substitution (CSS) mice, to identify a quantitative trait loci (QTL) for alcohol preference on mouse chromosome 2. The aim of this
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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