Cytochalasin A
(Synonyms: 细胞松弛素A) 目录号 : GC43358Inhibitor of actin polymerization
Cas No.:14110-64-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
The cytochalasins are cell-permeable fungal metabolites which inhibit actin polymerization. This interferes with such diverse processes as cell movement, growth, phagocytosis, degranulation, and secretion. Cytochalasin A is an oxidized analog of cytochalasin B which uniquely inhibits HIV-1 protease (IC50 = 3 μM). Cytochalasins A and B differ from other cytochalasins in being able to rapidly and reversibly inhibit glucose transport by competitively binding glucose transporters (Ki = 4.0 and 0.6 μM, respectively). Cytochalasin A also induces the phosphorylation of the tyrosine phosphatase PTP3 of Dictyostelium, activating STATc.
| Cas No. | 14110-64-6 | SDF | |
| 别名 | 细胞松弛素A | ||
| Canonical SMILES | O=C1/C=C/[C@H](O)CCC[C@@H](C)C/C=C/[C@](C(C([C@@H](C)[C@@]2([H])[C@H](CC3=CC=CC=C3)NC4=O)=C)=O)([H])[C@@]24O1 | ||
| 分子式 | C29H35NO5 | 分子量 | 477.6 |
| 溶解度 | DMF: 30 mg/ml,DMF:PBS (pH 7.2) (1:20): 0.05 mg/ml,DMSO: 20 mg/ml,Ethanol: 20 mg/ml | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.0938 mL | 10.469 mL | 20.938 mL |
| 5 mM | 0.4188 mL | 2.0938 mL | 4.1876 mL |
| 10 mM | 0.2094 mL | 1.0469 mL | 2.0938 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Effect of Mycotoxin Cytochalasin A on Photosystem II in Ageratina adenophora
Plants (Basel) 2022 Oct 21;11(20):2797.PMID:36297819DOI:10.3390/plants11202797.
Biological herbicides have received much attention due to their abundant resources, low development cost, unique targets and environmental friendliness. This study reveals some interesting effects of mycotoxin Cytochalasin A (CA) on photosystem II (PSII). Our results suggested that CA causes leaf lesions on Ageratina adenophora due to its multiple effects on PSII. At a half-inhibitory concentration of 58.5 μΜ (I50, 58.5 μΜ), the rate of O2 evolution of PSII was significantly inhibited by CA. This indicates that CA possesses excellent phytotoxicity and exhibits potential herbicidal activity. Based on the increase in the J-step of the chlorophyll fluorescence rise OJIP curve and the analysis of some JIP-test parameters, similar to the classical herbicide diuron, CA interrupted PSII electron transfer beyond QA at the acceptor side, leading to damage to the PSII antenna structure and inactivation of reaction centers. Molecular docking model of CA and D1 protein of A. adenophora further suggests that CA directly targets the QB site of D1 protein. The potential hydrogen bonds are formed between CA and residues D1-His215, D1-Ala263 and D1-Ser264, respectively. The binding of CA to residue D1-Ala263 is novel. Thus, CA is a new natural PSII inhibitor. These results clarify the mode of action of CA in photosynthesis, providing valuable information and potential implications for the design of novel bioherbicides.
Action of Cytochalasin A, a sulfhydryl-reactive agent, on sugar metabolism and membrane-bound adenosine triphosphatase of yeast
Biochim Biophys Acta 1975 Apr 21;389(1):145-53.PMID:124588DOI:10.1016/0005-2736(75)90392-2.
Cytochalasin A at 10-20 mug/ml inhibits growth and sugar uptake by Saccharomyces strain 1016. The effects of Cytochalasin A in intact cells were completely prevented when 1 mM cysteine or dithiothreitol was added along with Cytochalasin A, but were not eliminated by thiols added after inhibition had occurred. Purified yeast hexokinase, glucose-6-P dehydrogenase, phosphofructokinase and aldolase were not sensitive to Cytochalasin A (20 mug/ml). Glyceraldehyde-3-P dehydrogenase was strongly inhibited by Cytochalasin A (5 mug/ml); activity was promptly restored by thiols. Anaerobic glycolysis was inhibited by Cytochalasin A or by iodoacetate; unlike iodoacetate, Cytochalasin A did not cause accumulation of sugar phosphates. In contrast, Cytochalasin A, but not iodoacetate, inhibited isolated membrane-bound ATPases. Cytochalasin A is a sulfhydryl-reactive agent and has membrane-related effects (adenosine triphosphatase) which may well be the basis of its interference with energy-dependent uptake of solutes.
Cytochalasin A inhibits B-lymphocyte capping and activation by antigens
Immunol Lett 1981 Aug;3(3):151-4.PMID:6974687DOI:10.1016/0165-2478(81)90118-8.
Cytochalasin B (CB) has been shown to be a potent depressant of the antigen-induced clone expansion and terminal differentiation of mouse B-lymphocytes to antibody-forming cells. This effect could be the result of the microfilament-disrupting effect of CB with subsequent inhibition of antigen-sIg complex redistribution, a series of events which seems to be necessary for B-lymphocyte activation. CB is not very active in depressing capping and will inhibit glucose transport. To further investigate the mechanism of action of cytochalasins, the effect of Cytochalasin A (CA) on cap formation and plaque-forming cell generation was studied, since CA is less inhibitory of glucose transport and more inhibitory of cap formation. The results presented here indicate that complexes of anti-Ig-sIg will be prevented from capping by as little as 1 microgram of CA, a quantity sufficient to depress markedly the generation of plaque-forming cells to SRBC in culture. These results further confirm our conclusion that the depression of B-lymphocyte activation may be related to the depression of cap formation. It also strongly suggested that inhibition of glucose transport can be regraded as a negligible factor in this depression.
The action of Cytochalasin A on the in vitro polymerization of brain tubulin and muscle G-actin
J Supramol Struct 1976;5(1):81-90.PMID:1033438DOI:10.1002/jss.400050109.
The presence of Cytochalasin A inhibits the self-assembly of beef brain tubulin and rabbit muscle G-actin in vitro and also decreases the colchicine binding of tubulin. Prior reaction of Cytochalasin A with 2-mercaptoethanol destroys its inhibitory effects. It is shown that Cytochalasin A exerts its actions by reacting with sulfhydryl groups, possibly causing irreversible structural changes in the proteins. Cytochalasin B does not affect the tubulin assembly reaction.
Curvularia lunata, a New Source of Cytochalasin B
Appl Environ Microbiol 1981 Apr;41(4):967-71.PMID:16345760DOI:10.1128/aem.41.4.967-971.1981.
A biologically active metabolite was found in crude extracts of Curvularia lunata (Wakker) Boedijn (ATCC 34690) isolated from decayed tissues of litchi fruit (Litchi chinensis Sonn.). The fungus was grown on a shredded wheat-yeast extract-sucrose medium, and cultures were extracted with chloroform after 3 weeks of growth at 21 degrees C. Chloroform extracts were toxic to day-old cockerels and caused abnormal distortion of wheat coleoptile segments. The major toxin had a 50% lethal dose of 700 mg/kg (oral dose) and was a colorless crystalline material with a melting point of 218 degrees C. Elemental and high-resolution mass spectral analyses indicated a formula of C(29)H(37)NO(5) and a molecular weight of 479.62. The crystalline preparation was identified as 97% cytochalasin B and 3% Cytochalasin A. The yield of cytochalasin B from C. lunata cultures grown on 4.5 kg of shredded wheat and 9 liters of yeast extract-sucrose medium was 6.24 g of purified material.