(rel)-Asperparaline A
(rel)-Asperparaline A ((rel)-Aspergillimide), an anthelmintic metabolite, is isolated from okara that has been fermented with Aspergillus japonicas JV-23. (rel)-Asperparaline A is also a potent and selective antagonist of nAChR. (rel)-Asperparaline A exhibits paralytic activity in silk worms.
For research use only. We do not sell to patients.
- CAS No.: 195966-93-9
- Formula: C20H29N3O3
- Molecular Weight:359.46
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Asperparaline A (1 μM; 1 min) markedly and reversibly blocks the acetylcholine (Ach; 10 µM)-induced current in the silkworm larval neurons[2].
Asperparaline A (1-1000 nM; 1 min) differentially blocks the peak and slowly desensitizing currents, with IC50s of 20.2 and 39.6 nM, respectively[2].
Asperparaline A (10 μM; 1 min) reduces the peak current amplitude of the ACh (100 µM)-induced response of α3β4 nAChR by 33.4%, while barely influencing the amplitudes of the responses to ACh of the α4β2 and α7 nAChRs in X. laevis oocytes[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Asperparaline A (3 μg/g; injection with a micro-syringe) exhibits paralysis activity against silk worms within 20 min and lasts for 4 to 5 h[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 195966-93-9
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Molecular Weight 359.46
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Formula C20H29N3O3
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SMILES
CN(C1=O)C(C[C@@]2(CC3=O)C(N3C)=O)(CN(CC[C@@H]4C)C14C5)[C@]5([H])C2(C)C.[Rotation (-)]
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Synonyms
(rel)-Aspergillimide; (rel)-VM55598
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Structure Classification
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Initial Source
Aspergillus japonicus JV-23
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Hayashi H, et, al. New paralytic alkaloids, asperparalines A, B and C, from Aspergillus japonicus JV-23. Biosci Biotechnol Biochem. 2000 Jan;64(1):111-5. [Content Brief]
[2]. Hirata K, et, al. A fungal metabolite asperparaline a strongly and selectively blocks insect nicotinic acetylcholine receptors: the first report on the mode of action. PLoS One. 2011 Apr 1;6(4):e18354. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
(rel)-Asperparaline A Related Classifications
HY-124874 Related Classifications
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