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Tulipalin A

Catalog No. T5320   CAS 547-65-9
Synonyms: α-methylene-γ-butyrolactone, 2-Methylenebutyrolactone

Tulipalin A (α-methylene-γ-butyrolactone) (2-Methylenebutyrolactone) which has some phytotoxicity is a natural compound extracted from Tulipa gesneriana.

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Tulipalin A Chemical Structure
Tulipalin A, CAS 547-65-9
Pack Size Availability Price/USD Quantity
500 mg In stock $ 30.00
1 mL * 10 mM (in DMSO) In stock $ 45.00
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Purity: 98%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Tulipalin A (α-methylene-γ-butyrolactone) (2-Methylenebutyrolactone) which has some phytotoxicity is a natural compound extracted from Tulipa gesneriana.
In vitro Tulipalin A-induced phytotoxicity is persistent allergic contact dermatitis documented in floral workers exposed to Alstroemeria and its cultivars [1]. THP-1 cells showed strong robustness to Tulipalin A treatment since only five proteins were altered. In contrast, in Jurkat T cells an increase in the abundance of 66 proteins and a decrease of six proteins was determined [2].
Cell Research The influence of TUPA on cell viability was measured using the MTT assay. Cells were seeded in flat bottom 96-well plates at a density of 4 x 10^5 cells/ml. Afterward, Jurkat cells were exposed to TUPA in concentrations ranging from 10 to 82 μM. THP-1 cells (4 x 10^5 cells / ml) were exposed to concentrations ranging from 20 to 163 μM. After incubation for 72 h under humidified conditions (5 % CO2, 37 °C), 10 μl of MTT (5 mg/ml) per well were added and cells were further incubated for 3 h. Subsequently, 200 μl DMSO was added for cell lysis and formazan solubilization following incubation of the plates for 15 min while shaking. Afterward, absorbance was recorded at 550 nm and 620 nm using a microplate reader. In each plate, cells remained either untreated (negative control) or were exposed to Etoposide (2.5 μM) as a positive control. Using linear regression of the cell viability as a function of the compound concentrations, the concentrations leading to viability decreases of 10 % and 50 %, respectively, were calculated [2].
Source
Synonyms α-methylene-γ-butyrolactone, 2-Methylenebutyrolactone
Molecular Weight 98.1
Formula C5H6O2
CAS No. 547-65-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 45 mg/mL (458.71 mM)

TargetMolReferences and Literature

1. McCluskey J, et al. Tulipalin A induced phytotoxicity. Int J Crit Illn Inj Sci. 2014 Apr;4(2):181-3. 2. Zwicker P, et al. A proteomic approach for the identification of immunotoxic properties of Tulipalin A. Proteomics. 2016 Dec;16(23):21997-32008.

Related compound libraries

This product is contained In the following compound libraries:
Natural Product Library for HTS Traditional Chinese Medicine Monomer Library Natural Product Library Chinese Pharmacopoeia Natural Product Library Food as Medicine Compound Library RO5 Drug-like Natural Product Library Selected Plant-Sourced Compound Library Anti-COVID-19 Traditional Chinese Medicine Compound Library Covalent Inhibitor Library Bioactive Compound Library

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Keywords

Tulipalin A 547-65-9 Metabolism Others Drug Metabolite inhibit α-methylene-γ-butyrolactone Allergic contact dermatitides,dermatitis phytotoxicity TUPA a-methylene-r-butyrolactone Inhibitor α-Methylene butyrolactone alpha-methylene-gamma-butyrolactone 2-Methylenebutyrolactone inhibitor

 

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