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NSC 107456

Brefeldin A

CAS: 20350-15-6

Molecular Formula: C16H24O4

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NSC 107456 - Names and Identifiers

Name Brefeldin A
Synonyms BFA
NSC 107456
NECTROLIDE
Brefeldin A
SYNERGISIDIN
Ascotoxin, Cyanein, DecuMbin
Brefeldin A, FroM EupenicilliuM brefeldianuM
4h-cyclopent(f)oxacyclotridecin-4-one,1,6,7,8,9,11a-beta,12,13,14,14a-alpha-de
(1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-Methyl-6,7,8,9,12,13,14,14a-octahydro-1H-cyclopenta[f][1]oxacyclotridecin-4(11aH)-one
CAS 20350-15-6
EINECS 606-528-3
InChIKey QSECOIOBNZLGOD-OBCVZTHZSA-N

NSC 107456 - Physico-chemical Properties

Molecular FormulaC16H24O4
Molar Mass280.36
Density1.108±0.06 g/cm3(Predicted)
Melting Point200-205 °C
Boling Point492.7±45.0 °C(Predicted)
Flash Point87 °C
Water SolubilitySoluble in dimethylsulfoxide, dichloromethane and ethanol. Slightly soluble in water.
Solubility methanol: 10 mg/mL, clear, colorless to faintly yellow
Vapor Presure0.56 hPa ( 20 °C)
AppearanceMorphological Crystalline Powder
ColorWhite to almost white
Merck13,1355
BRN25191
pKa12.92±0.60(Predicted)
Storage ConditionSealed in dry,Store in freezer, under -20°C
StabilityStable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
MDLMFCD12913297
Physical and Chemical PropertiesBioactive Brefeldin A acts on HCT 116 cells, inhibits lactone antibiotics and ATPase, acts on protein transport (protein transport),IC50 is 0.2 μM, and induces cancer cell differentiation and apoptosis. It can also improve the repair efficiency of homologous recombination and is an enhancer for HDR CRISPR-mediated. Brefeldin A is also an inhibitor of autophagy and mitochondrial autophagy.
UseUse Brefeldin A, a commonly used protein transport inhibitor, specifically and reversibly blocks protein transport from the endoplasmic reticulum (ER) to the Golgi apparatus. After Brefeldin A treatment, the Golgi apparatus will be quickly destroyed and fused to the endoplasmic reticulum. The process is energy, temperature and microtubule dependent. In mammals and yeasts, the inhibition of protein transport from the endoplasmic reticulum to the Golgi apparatus by Brefeldin A may be achieved through a class of GTP-exchange factors that can activate Afr1p GTPase. Arf1p forms transport vesicles (transport vesicles) in cell intima by recruiting coat proteins

NSC 107456 - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R25 - Toxic if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety DescriptionS24/25 - Avoid contact with skin and eyes.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36 - Wear suitable protective clothing.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
UN IDsUN 2811 6.1/PG 3
WGK Germany3
RTECSGY8410000
HS Code29411090
ToxicityLD50 i.p. in mice: >200 mg/kg (Haerri)

NSC 107456 - Introduction

Brefeldin A is soluble in DMSO(20 mg/ml), ethanol (5 mg/ml) and methanol (10 mg/ml). Instructions for use: 1. The common concentration range of Brefeldin A is 1-50μM. For the specific optimal working concentration, please refer to the relevant literature, or according to the purpose of the experiment, as well as the specific cells and tissues cultured, through the experiment to explore and optimize.
Last Update:2022-10-16 17:41:32

NSC 107456 - Uses and synthesis methods

Target

Target Value

ATPase (HCT 116) 0.2 μM

in vitro studies

Brefeldin A is a fungal metabolite that inhibits the transmission between the endoplasmic reticulum and the Golgi apparatus, Brefeldin A causes damage to the distribution of membrane proteins. Brefeldin A treated HCT 116 human colon cancer cells and observed morphological changes, indicating cell differentiation. Brefeldin A acts on tumor cells and exerts its cytotoxic effect mainly by inducing differentiation and apoptosis. The detection strip was treated with 20 μg/mL Brefeldin A for 6 hours, and the Bradykinin-induced relaxation was completely abolished in the presence of 10mM Indomethacin and 30 μM L-NOARG. Abolition of Bradykinin-induced [Ca Brefeldin A] did not affect the spontaneous phospholipid-dependent binding of GTPS to myr-rARF1, but completely abolished catalytic exchange of retinal isotonic extract (RIE) with a concentration of 20 μg/mL Brefeldin A between 1 nM and 1 mM, and the semi-inhibitory concentration of 2 μM Brefeldin A was 2 μM. Brefeldin A inhibits multiple membrane transport pathways. Brefeldin A acts on Golgi membrane or brain cytoplasm to inhibit the specific guanine nucleotide exchange activity of ADP-ribosylation factor. Complete inhibition of Brefeldin A indicates that retinal extract contains ARF-specific guanine nucleotide exchange factor. Brefeldin A only partially inhibited retinal isotonic extract (RIE)-catalyzed GTPS released by ADP-ribosylation factor (ARFs), even at concentrations as high as 300 μM. Brefeldin A induces Golgi fusion with ER. Brefeldin A abolished the inhibitory effect of CERT inhibitor HPA-12. Brefeldin A treated CHO cells to increase the synthesis of sphingomyelin by 2 to 3 times. In addition to B- CLL cells, Brefeldin A also causes apoptosis of multiple myeloma (U266,NCI-H929),JURKAT,HeLa cells, leukemia (HL60,K562,BJAB), colon (HT-29), and prostate, and adenoid cystic tumor cells. HF4.9 and HF28RA cells were treated with 25 ng/mL Brefeldin A, which completely inhibited cell growth, while high doses of Brefeldin A (75 ng/mL) were required to completely inhibit HF1A3 cell growth. HF1A3, HF4.9 and HF28RA cells were treated with 50-75 ng/mL Brefeldin A and inhibited cell proliferation within 24 hours. This effect was dose-dependent. Brefeldin A can improve the efficiency of homologous recombination and is an enhancer of CRISPR-mediated HDR.

Last Update:2024-04-09 15:16:20
NSC 107456
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Shanghai Macklin Biochemical Co., Ltd
Featured ProductsSpot supply
Product Name: Brefeldin A Visit Supplier Webpage Request for quotation
CAS: 20350-15-6
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
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MedChemExpress (MCE)
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CAS: 20350-15-6
Tel: 609-228-6898
Email: sales@medchemexpress.com
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Mobile: 609-228-6898
Shanghai Amole Biotechnology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Brefeldin A Request for quotation
CAS: 20350-15-6
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365 Click to send a QQ message
Wechat: 18916960931
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
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Product Name: Brefeldin A Visit Supplier Webpage Request for quotation
CAS: 20350-15-6
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
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CAS: 20350-15-6
Tel: +16314854226
Email: info@bocsci.com
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SKYRUN INDUSTRIAL CO.,LTD
Spot supply
Product Name: Brefeldin A Visit Supplier Webpage Request for quotation
CAS: 20350-15-6
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185 Click to send a QQ messageSend QQ message
Wechat: chinaskyrun
Shanghai Yuanye Bio-Technology Co., Ltd.
Spot supply
Product Name: Brefeldin A Visit Supplier Webpage Request for quotation
CAS: 20350-15-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
View History
NSC 107456
Disperse Blue 165
DUP 167
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