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E114

Sigma-Aldrich

EHNA hydrochloride

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

Synonym(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

Empirical Formula (Hill Notation):
C14H23N5O · HCl
CAS Number:
Molecular Weight:
313.83
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

EHNA hydrochloride, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

storage condition

desiccated

solubility

DMSO: >10 mg/mL
H2O: >10 mg/mL

SMILES string

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

InChI key

VVDXNJRUNJMYOZ-VZXYPILPSA-N

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General description

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

Application

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.

Biochem/physiol Actions

Adenosine deaminase inhibitor.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Dynein-and activity-dependent retrograde transport of autophagosomes in neuronal axons
Katsumata K, et al.
Autophagy, 6(3), 378-385 (2010)
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
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)

Articles

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