Cycloaspeptide A
目录号 : GC47139
A fungal metabolite
Cas No.:109171-13-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >70.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cycloaspeptide A is a fungal metabolite that has been found in P. algidum and has antiparasitic activity.1 It is active against a chloroquine-sensitive strain of P. falciparum (IC50 = 3.5 µg/ml).
1.Dalsgaard, P.W., Larsen, T.O., and Christophersen, C.Bioactive cyclic peptides from the psychrotolerant fungus Penicillium algidumJ. Antibiot. (Tokyo)58(2)141-144(2005)
| Cas No. | 109171-13-3 | SDF | |
| Canonical SMILES | O=C(N[C@@H](C)C(N(C)[C@H](C(N[C@@H](CC(C)C)C(N(C)[C@H]1CC2=CC=C(O)C=C2)=O)=O)CC3=CC=CC=C3)=O)C4=CC=CC=C4NC1=O | ||
| 分子式 | C36H43N5O6 | 分子量 | 641.8 |
| 溶解度 | Dichloromethane: 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 | 1.5581 mL | 7.7906 mL | 15.5812 mL |
| 5 mM | 0.3116 mL | 1.5581 mL | 3.1162 mL |
| 10 mM | 0.1558 mL | 0.7791 mL | 1.5581 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。
Cycloaspeptide A and pseurotin A from the endophytic fungus Penicillium janczewskii
Z Naturforsch C J Biosci 2008 May-Jun;63(5-6):383-8.PMID:18669024DOI:10.1515/znc-2008-5-612.
Penicillium janczewskii K. M. Zalessky was isolated as an endophytic fungus from the phloem of the Chilean gymnosperm Prumnopitys andina. When grown in liquid yeast extract-malt extract-glucose broth, the fungus produced two main secondary metabolites. The compounds were for the first time isolated from this species and identified by spectroscopic methods as pseurotin A and Cycloaspeptide A. This is the first report on the production of cyclic peptides by endophytic fungi from Chilean gymnosperms. Pseurotin A and Cycloaspeptide A presented low cytotoxicity towards human lung fibroblasts with IC50 > or = 1000 microM. Pseurotin A showed a moderate effect against the phytopathogenic bacteria Erwinia carotovora and Pseudomonas syringae, with IC50 values of 220 and 112 microg ml(-1), respectively.
Two peptides, Cycloaspeptide A and nazumamide A from a sponge associated marine actinobacterium Salinispora sp
Nat Prod Commun 2014 Apr;9(4):545-6.PMID:24868880doi
Marine sponges are a major component of benthic communities and act as a reservoir for microbial species. In terms of biomass, they are the richest source of secondary metabolite production, with the potential to influence both benthic and pelagic systems. In most cases it is the sponge-associated microbes that account for many of the secondary metabolites assigned to the host. Here we report the occurrence of Cycloaspeptide A, a fungus-derived cyclic peptide, in a culturable bacterium Salinispora arenicola. We have also identified nazumamide A, a sponge-derived linear tetrapeptide currently used as a thrombin inhibitor, in Salinispora pacifica. Their structures were determined using an integrated approach consisting of: (1) HPLC-UV-Vis-QToF-MS analysis with multimode ionization (ESI and APCI) and fast polarity switching; (2) database searching and matching of monoisotopic masses, retention times, mass spectra of the precursor and product ions of the compounds of interest and the authentic reference standards thereof.
Psychrophilin A and cycloaspeptide D, novel cyclic peptides from the psychrotolerant fungus Penicillium ribeum
J Nat Prod 2004 May;67(5):878-81.PMID:15165155DOI:10.1021/np0303714.
Two fungal metabolites, psychrophilin A (1) and cycloaspeptide D (2), together with the known Cycloaspeptide A (3) were isolated from the psychrotolerant fungus Penicillium ribeum using high-speed countercurrent chromatography (HSCCC) and preparative HPLC. The structures were determined from 1D and 2D NMR techniques, HREIMS, tandem mass spectrometry (ESMS/MS), and X-ray crystallography. The amino acid residues of psychrophilin A (1) and cycloaspeptide D (2) were all found to possess the l configuration by Marfey's method. Psychrophilin A (1) is the first natural cyclic peptide containing a nitro group instead of an amino group.
Four psychrotolerant species with high chemical diversity consistently producing Cycloaspeptide A, Penicillium jamesonlandense sp. nov., Penicillium ribium sp. nov., Penicillium soppii and Penicillium lanosum
Int J Syst Evol Microbiol 2006 Jun;56(Pt 6):1427-1437.PMID:16738124DOI:10.1099/ijs.0.64160-0.
Penicillium jamesonlandense is a novel species from Greenland that grows exceptionally slowly at 25 degrees C and has an optimum temperature for growth of 17-18 degrees C. The novel species is more psychrotolerant than any other Penicillium species described to date. Isolates of this novel species produce a range of secondary metabolites with a high chemical diversity, represented by kojic acid, penicillic acid, griseofulvin, pseurotin, chrysogine, tryptoquivalins and cycloaspeptide. Penicillium ribium, another novel psychrotolerant species from the Rocky Mountains, Wyoming, USA, produces asperfuran, kojic acid and cycloaspeptide. Originally reported from an unidentified Aspergillus species isolated from Nepal, Cycloaspeptide A is reported here for the first time from the two novel Penicillium species and two known psychrotolerant species with high chemical diversity, Penicillium soppii and Penicillium lanosum. All species, except P. ribium, produce a combination of cycloaspeptide and griseofulvin. However, P. ribium (3/5 strains) produced the precursor to griseofulvin, norlichexanthone. The type strain of Penicillium jamesonlandense sp. nov. is DAOM 234087(T) (=IBT 21984(T) = IBT 24411(T) = CBS 102888(T)) and the type strain of Penicillium ribium sp. nov. is DAOM 234091(T) (=IBT 16537(T) = IBT 24431(T)).
Discovery, synthesis, and insecticidal activity of cycloaspeptide E
J Nat Prod 2006 Oct;69(10):1506-10.PMID:17067173DOI:10.1021/np060219c.
Several Penicillia and one Tricothecium strain produced a new, insecticidally active member of the cycloaspeptide family, with the proposed name cycloaspeptide E (1). The structure, which was determined on the basis of spectroscopic (NMR, UV, MS) data and Marfey amino acid analysis, was the tyrosine desoxy version of Cycloaspeptide A (2). Two synthetic routes to compound 1 were developed: one a partial synthesis from 2 and the other a total synthesis from methyl alaninate hydrochloride. Cycloaspeptide E, the first member of this series not to contain a tyrosine moiety, is also the first to be reported with insecticidal activity.