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AdipoGen Life Sciences
Malformin A1
130
CHF
CHF 130.00
In stock
AG-CN2-0169-C250250 µgCHF 130.00
AG-CN2-0169-M0011 mgCHF 390.00
Product Details | |
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Synonyms | Malformin A; Cyclic(D-cysteinyl-D-cysteinyl-L-valyl-D-leucyl-L-isoleucyl)cyclic(1-2)-disulfide |
Product Type | Chemical |
Properties | |
Formula |
C23H39N5O5S2 |
MW | 529.7 |
CAS | 3022-92-2 |
RTECS | ON7050000 |
Source/Host Chemicals | Synthetic. Originally isolated from Aspergillus niger. |
Purity Chemicals | ≥95% (HPLC) |
Appearance | White solid. |
Solubility | Soluble in DMSO. |
InChi Key | BEZOVOWRERTMCU-VEXWFWOFSA-N |
Smiles | [H][C@]1(NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H]2CSSC[C@@H](NC1=O)C(=O)N2)C(C)C)[C@@H](C)CC |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Keep cool and dry. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Peptide antibiotic. Antibcaterial [1].
- Plant growth stimulator [2].
- Induces root curvature and malformation in plants [3].
- Mycotoxin [4].
- Prevents interleukin-1 (IL-1) induced endothelial changes by inhibition of protein synthesis [5].
- Inhibitor of interleukin-1 β (IL1 β) binding to its receptor [6].
- Enhancer of cellular fibrinolytic activity [7, 12].
- Disrupts the cell cycle at the G2 checkpoint of cancer cells, leading to sensitization of the cancer cells to anti-cancer reagents [8].
- Anticancer compound. Cytotoxic against several cancer cell lines [9].
- Antimalarial and antitrypanosomal [10].
- Inhibitor of BRAF-mutated melanoma cell lines [11].
Product References
- Antibiotic properties of malformin: S. Suda & R.W. Curtis; Appl. Microbiol. 14, 475 (1966)
- Stimulation of plant growth by malformin A: W.W. John & R.W. Curtis; Experientia 30, 1392 (1974)
- Structure and synthesis of malformin A1: M. Bodanszky & G.L. Stahl; Bioorg. Chem. 4, 93 (1975)
- Mycotoxins from mold fungi-weapons of uninvited fellow-boarders of man and animal: structures, biological activity, biosynthesis, and precautions: B. Franck; Angew. Chem. Int. Ed. 23, 493 (1984)
- Malformin A prevents IL-1 induced endothelial changes by inhibition of protein synthesis: P.G. Bannon, et al. Thromb. Haemost. 72, 482 (1994)
- Malformin-A1 inhibits the binding of interleukin-1 beta (IL1 beta) and suppresses the expression of tissue factor in human endothelial cells and monocytes: J.M. Herbert, et al.; Biochem. Pharmacol. 48, 1211 (1994)
- Enhancement of fibrinolytic activity of U937 cells by malformin A1: Y. Koizumi & K. Hasumi; J. Antibiot. 55, 78 (2002)
- Fungal malformins inhibit bleomycin-induced G2 checkpoint in Jurkat cells: K. Hagimori, et al.; Biol. Pharm. Bull. 30, 1379 (2007)
- Asperpyrone D and other metabolites of the plant-associated fungal strain Aspergillus tubingensis. J. Zhan, et al.; Phytochem. 68, 368 (2007)
- Solid-phase synthesis and biological activity of malformin C and its derivatives: Y. Kojima, et al.; J. Antibiot. (Tokyo) 62, 681 (2009)
- A cell-based screening to detect inhibitors of BRAF signaling pathway: Y. Asami, et al.; J. Antibiot. 62, 105 (2009)
- Fibrinolytic activation promoted by the cyclopentapeptide malformin: involvement of cytoskeletal reorganization: Y. Koizumi, et al.; Biol. Pharm. Bull. 34, 1426 (2011)
- Malformin A1 treatment alters invasive and oncogenic phenotypes of human colorectal cancer cells through stimulation of the p38 signaling pathway: SY. Park, et al.; Int. J. Oncol. 51, 959 (2017)