AdipoGen Life Sciences

Malformin A1

CHF 130.00
In stock
AG-CN2-0169-C250250 µgCHF 130.00
AG-CN2-0169-M0011 mgCHF 390.00
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Product Details
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
  1. Antibiotic properties of malformin: S. Suda & R.W. Curtis; Appl. Microbiol. 14, 475 (1966)
  2. Stimulation of plant growth by malformin A: W.W. John & R.W. Curtis; Experientia 30, 1392 (1974)
  3. Structure and synthesis of malformin A1: M. Bodanszky & G.L. Stahl; Bioorg. Chem. 4, 93 (1975)
  4. 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)
  5. Malformin A prevents IL-1 induced endothelial changes by inhibition of protein synthesis: P.G. Bannon, et al. Thromb. Haemost. 72, 482 (1994)
  6. 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)
  7. Enhancement of fibrinolytic activity of U937 cells by malformin A1: Y. Koizumi & K. Hasumi; J. Antibiot. 55, 78 (2002)
  8. Fungal malformins inhibit bleomycin-induced G2 checkpoint in Jurkat cells: K. Hagimori, et al.; Biol. Pharm. Bull. 30, 1379 (2007)
  9. Asperpyrone D and other metabolites of the plant-associated fungal strain Aspergillus tubingensis. J. Zhan, et al.; Phytochem. 68, 368 (2007)
  10. Solid-phase synthesis and biological activity of malformin C and its derivatives: Y. Kojima, et al.; J. Antibiot. (Tokyo) 62, 681 (2009)
  11. A cell-based screening to detect inhibitors of BRAF signaling pathway: Y. Asami, et al.; J. Antibiot. 62, 105 (2009)
  12. Fibrinolytic activation promoted by the cyclopentapeptide malformin: involvement of cytoskeletal reorganization: Y. Koizumi, et al.; Biol. Pharm. Bull. 34, 1426 (2011)
  13. 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)
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