Byssochlamic Acid
(Synonyms: 丝衣霉酸) 目录号 : GC46973
A mycotoxin
Cas No.:743-51-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Byssochlamic acid is a mycotoxin that has been found in the agricultural fungal pathogen B. fulva.1 It is lethal to mice (LD50 = 94 mg/kg).
1.King, A.D., Jr., Booth, A.N., Stafford, A.E., et al.Byssochlamys fulva, metabolite toxicity in laboratory animalsJ. Food Sci.37(1)86-89(2006)
| Cas No. | 743-51-1 | SDF | |
| 别名 | 丝衣霉酸 | ||
| Canonical SMILES | O=C(OC1=O)C2=C1C[C@H](CCC)C(C(O3)=O)=C(C[C@H](CC)C2)C3=O | ||
| 分子式 | C18H20O6 | 分子量 | 332.4 |
| 溶解度 | DMF: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble | 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 | 3.0084 mL | 15.0421 mL | 30.0842 mL |
| 5 mM | 0.6017 mL | 3.0084 mL | 6.0168 mL |
| 10 mM | 0.3008 mL | 1.5042 mL | 3.0084 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。
Novel nonadride, heptadride and maleic acid metabolites from the Byssochlamic Acid producer Byssochlamys fulva IMI 40021 - an insight into the biosynthesis of maleidrides
Chem Commun (Camb) 2015 Dec 14;51(96):17088-91.PMID:26452099DOI:10.1039/c5cc06988b.
The filamentous fungus Byssochlamys fulva strain IMI 40021 produces (+)-byssochlamic acid 1, its novel dihydroanalogue 2 and four related secondary metabolites. Agnestadrides A, 17 and B, 18 constitute a novel class of seven-membered ring, maleic anhydride-containing (hence termed heptadride) natural products. The putative maleic anhydride precursor 5 for both nonadride and heptadride biosynthesis was isolated as a fermentation product for the first time and its structure confirmed by synthesis. Acid 5 undergoes facile decarboxylation to anhydride 6. The generic term maleidrides is proposed to encompass biosynthetically-related compounds containing maleic anhydride moieties fused to an alicyclic ring, varying in size and substituents.
[Significance of Byssochlamic Acid in fruit juice mold]
Nahrung 1976;20(5):539-42.PMID:958354DOI:10.1002/food.19760200513.
The authors describe a method for the determination of Byssochlamic Acid in fruit juice. After extraction and purification, Byssochlamic Acid is separated by thin-layer chromatography on HF 254 silica gel. The quenching of fluorescence of Byssochlamic Acid is estimated quantitatively on the plate by means of the thin-layer attachment of a fluorescence spectrophotometer using reference substances. For fruit juices the recovery rate is 80%; the limit of detection lies at 0.5 p.p.m. Byssochlamic Acid could not be detected in commercially-available fruit juice and neither in juices produced of fruits which had spontaneously got mouldy.
In vitro studies of maleidride-forming enzymes
RSC Adv 2021 Apr 21;11(25):14922-14931.PMID:35424071DOI:10.1039/d1ra02118d.
In vitro assays of enzymes involved in the biosynthesis of maleidrides from polyketides in fungi were performed. The results show that the enzymes are closely related to primary metabolism enzymes of the citric acid cycle in terms of stereochemical preferences, but with an expanded substrate selectivity. A key citrate synthase can react both saturated and unsaturated acyl CoA substrates to give solely anti substituted citrates. This undergoes anti-dehydration to afford an unsaturated precursor which is cyclised in vitro by ketosteroid-isomerase-like enzymes to give Byssochlamic Acid.
[Toxinogenic moulds in silage. VI - Effect of propionic and formic acids on the production of patulin and of Byssochlamic Acid by Byssochlamys nivea Westling (author's transl)]
Ann Rech Vet 1975;6(3):315-24.PMID:1232910doi
A strain of Byssochlamys nivea is cultivated for 5 months at 26 degrees C on kernels of wet corn previously treated with three doses of formic acid (1, 5, 3, 6 p.1000) and three doses of propionic acid (0.5, 1, 2 p. 100). As related to the control lot, the addition of these acid results, in the first two doses, in a decrease and slowing-down of the growth of the mould and the production of its two mycotoxins (patulin and Byssochlamic Acid). In the presence of 0.6 p. 1000 of formic acid, and especially with 2 p. 100 of propionic acid, Byssochlamys does not develop during the trial period. This inhibition may be annulled when the mould is put on a medium (Czapek) containing no acid.
Polyphasic taxonomy of the heat resistant ascomycete genus Byssochlamys and its Paecilomyces anamorphs
Persoonia 2009 Jun;22:14-27.PMID:20198134DOI:10.3767/003158509X418925.
Byssochlamys and related Paecilomyces strains are often heat resistant and may produce mycotoxins in contaminated pasteurised foodstuffs. A comparative study of all Byssochlamys species was carried out using a polyphasic approach to find characters that differentiate species and to establish accurate data on potential mycotoxin production by each species. Phylogenetic analysis of the ITS region, parts of the beta-tubulin and calmodulin genes, macro- and micromorphological examinations and analysis of extrolite profiles were applied. Phylogenetic analyses revealed that the genus Byssochlamys includes nine species, five of which form a teleomorph, i.e. B. fulva, B. lagunculariae, B. nivea, B. spectabilis and B. zollerniae, while four are asexual, namely P. brunneolus, P. divaricatus, P. formosus and P. saturatus. Among these, B. nivea produces the mycotoxins patulin and Byssochlamic Acid and the immunosuppressant mycophenolic acid. Byssochlamys lagunculariae produces Byssochlamic Acid and mycophenolic acid and thus chemically resembles B. nivea. Some strains of P. saturatus produce patulin and brefeldin A, while B. spectabilis (anamorph P. variotii s.s.) produces viriditoxin. Some micro- and macromorphological characters are valuable for identification purposes, including the shape and size of conidia and ascospores, presence and ornamentation of chlamydospores, growth rates on MEA and CYA and acid production on CREA. A dichotomous key is provided for species identification based on phenotypical characters.