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Brefeldin A

Brefeldin A
Brefeldin A structure
CAS No.
20350-15-6
Chemical Name:
Brefeldin A
Synonyms
BFA;CYANEIN;DECUMBIN;cyanaein;ASCOTOXIN;Brefeldin;NSC 89671;NECTROLIDE;NSC 107456;NSC 244390
CBNumber:
CB0689753
Molecular Formula:
C16H24O4
Formula Weight:
280.36
MOL File:
20350-15-6.mol

Brefeldin A Properties

Melting point:
200-205 °C
alpha 
93 º (C=2 IN MEOH)
Boiling point:
492.7±45.0 °C(Predicted)
Density 
1.108±0.06 g/cm3(Predicted)
vapor pressure 
0.56 hPa ( 20 °C)
Flash point:
87 °C
storage temp. 
2-8°C
solubility 
methanol: 10 mg/mL, clear, colorless to faintly yellow
form 
Crystalline Powder
pka
12.92±0.60(Predicted)
color 
White to almost white
Water Solubility 
Soluble in dimethylsulfoxide, dichloromethane and ethanol. Slightly soluble in water.
Merck 
13,1355
BRN 
25191
InChIKey
QSECOIOBNZLGOD-OBCVZTHZSA-N
CAS DataBase Reference
20350-15-6
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS06
Signal word  Danger
Hazard statements  H301-H302
Precautionary statements  P301+P310-P264-P270-P301+P312a-P330-P501a
Hazard Codes  Xn,T
Risk Statements  22-25-36/37/38-20/21/22
Safety Statements  24/25-45-36-26
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  GY8410000
Autoignition Temperature 301 °C
HS Code  29411090
Toxicity LD50 i.p. in mice: >200 mg/kg (Haerri)

Brefeldin A price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B5936 Brefeldin A from 20350-15-6 200ul $123 2019-12-02 Buy
Sigma-Aldrich B6542 Brefeldin A ≥99% (HPLC and TLC), BioXtra, for molecular biology 20350-15-6 5mg $157 2019-12-02 Buy
Alfa Aesar J62340 Brefeldin A, 99% 20350-15-6 25mg $246 2019-12-02 Buy
Alfa Aesar J62340 Brefeldin A, 99% 20350-15-6 10mg $111 2019-12-02 Buy
Cayman Chemical 11861 Brefeldin A ≥98% 20350-15-6 5mg $35 2018-11-13 Buy

Brefeldin A Chemical Properties,Uses,Production

Chemical Properties

White Powder

Uses

A macrolide isolated from Penicillium brefeldianum. It affects the vesticular transport of the Golgi apparatus and induces DNA fragmentation which leads to apoptosis

Uses

Brefeldin A is a potent inhibitor of cell growth first described in 1958, then independently rediscovered by several groups as a potent active in a broad range of bioassays. Brefeldin has antiviral, antibiotic, antifungal, antitumour and herbicidal activity. Early studies on the mode of action of brefeldin identified inhibition of protein and nucleic acid synthesis by disruption of the Golgi apparatus. The precise molecular target is a subset of Sec7-type GTP exchange factors (GEFs) that activate a small GTPase, Arf1p, an integral component of protein trafficking and signalling.

Uses

Brefeldin A is a potent inhibitor of cell growth first described in 1958, then independently rediscovered by several groups as a potent active in a broad range of bioassays. Brefeldin has antiviral, antibiotic, antifungal, antitumor and herbicidal activity. Early studies on the mode of action of brefeldin identified inhibition of protein and nucleic acid synthesis by disruption of the Golgi apparatus. The precise molecular target is a subset of Sec7-type GTP exchange factors (GEFs) that activate a small GTPase, Arf1p, an integral component of protein trafficking and signalling.

Uses

Brefeldin A (BFA) is a natural fungal metabolite which has been used extensively to study intracellular transport by vesicles or endosomes. Early studies demonstrated that BFA reversibly interferes with protein trafficking and secretion mediated by the Golgi apparatus and endoplasmic reticulum. BFA directly and reversibly inhibits Sec7 domain-containing guanine-exchange factors which are necessary for ADP-ribosylation factor activation associated with vesicular transport (IC50 = ~10 μM). BFA is used to study endosomal trafficking and function in cells of plants as well as those of fungi, invertebrates, and vertebrates.

Definition

ChEBI: A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity.

Biological Activity

Reversible inhibitor of protein translocation from the endoplasmic reticulum (ER) to the Golgi apparatus. Blocks binding of ADP-ribosylation factor to the Golgi apparatus and inhibits GDP-GTP exchange.

Purification Methods

Brefeldin A was isolated from Penicillium brefeldianum and recrystallised from aqueous MeOH/EtOAc or MeOH. Its solubility in H2O is 0.6mg/mL, 10mg/mL in MeOH and 24.9mg/mL in EtOH. The O-acetate recrystallises from Et2O/pentane and has m 130-131o, [] D +17o (c 0.95, MeOH). [Sigg Helv Chim Acta 47 1401 1964, UV and IR: H.rri et al. Helv Chim Acta 46 1235 1963, total synthesis: Kitahara et al. Tetrahedron 3021 1979, X-ray : Weber et al. Helv Chim Acta 54 2763 1971, Beilstein 18 III/IV 1220.]

Brefeldin A Preparation Products And Raw materials

Raw materials

Preparation Products


Brefeldin A Suppliers

Global( 139)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
career henan chemical co
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Chemwill Asia Co.,Ltd.
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Henan tianfu chemical co. LTD
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CONIER CHEM AND PHARMA LIMITED
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Chembest Research Laboratories Limited +86(0)21-20908456
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Lancrix Chemicals 86-21-50817262
86-21-57712035 sales@lancrix.com China 1504 55
Guangzhou Isun Pharmaceutical Co., Ltd 18927568969 020-39119399-
020-39119999 isunpharm@qq.com China 4189 55

View Lastest Price from Brefeldin A manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-03 Brefeldin A
20350-15-6
US $1052.70 / G 1G 99% 100G career henan chemical co

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