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ProductsBack/Malformin A1 [3022-92-2]
Chemical Structure
Chemical Structure
Chemical Structure

Malformin A1 [3022-92-2]

Research Use Only
AG-CN2-0169
AdipoGen Life Sciences
CAS Number3022-92-2
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Product group Chemicals
Estimated Purity>95% (HPLC)
Molecular Weight529.7
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Malformin A1 [3022-92-2]
  • Delivery Days Customer
    10
  • CAS Number
    3022-92-2
  • Certification
    Research Use Only
  • Estimated Purity
    >95% (HPLC)
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C23H39N5O5S2
  • Molecular Weight
    529.7
  • Scientific Description
    Chemical. CAS: 3022-92-2. Formula: C23H39N5O5S2. MW: 529.7. Synthetic. Originally isolated from Aspergillus niger. Peptide antibiotic. Antibcaterial. Plant growth stimulator. Induces root curvature and malformation in plants. Mycotoxin. Prevents interleukin-1 (IL-1) induced endothelial changes by inhibition of protein synthesis. Inhibitor of interleukin-1 beta (IL1 beta) binding to its receptor. Enhancer of cellular fibrinolytic activity. Disrupts the cell cycle at the G2 checkpoint of cancer cells, leading to sensitization of the cancer cells to anti-cancer reagents. Anticancer compound. Cytotoxic against several cancer cell lines. Antimalarial and antitrypanosomal. Inhibitor of BRAF-mutated melanoma cell lines. - 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 beta (IL1 beta) 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].
  • 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
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

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)