Malformin C
Product Code: AG-CN2-0107
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0107-C250 | 250 ug | £105.00 |
Quantity:
| AG-CN2-0107-M001 | 1 mg | £310.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
5-L-Leucine-Malformin A; BRN 4896114; (-)-cyclo[D-Cys(1)-D-Cys(1)-L-Val-D-Leu-L-Leu-]
Appearance:
White solid.
CAS:
59926-78-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H302, H332
InChi:
InChI=1S/C23H39N5O5S2/c1-11(2)7-14-20(30)26-16-9-34-35-10-17(27-21(16)31)22(32)28-18(13(5)6)23(33)25-15(8-12(3)4)19(29)24-14/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,33)(H,26,30)(H,27,31)(H,28,32)/t14-,15+,16+,17+,18-/m0/s1
InChiKey:
TZODYIWCRGWHQB-TZNCUMHOSA-N
Long Description:
Chemical. CAS: 59926-78-2. Formula: C23H39N5O5S2. MW: 529.7. Synthetic. Originally isolated from Aspergillus niger FKI-2342. Peptide antibiotic. Induces root curvature and malformation in plants. Antibacterial, antimalarial and antitrypanosomal. Disrupts the cell cycle at the G2 checkpoint of cancer cells, leading to sensitization of the cancer cells to anti-cancer reagents.
MDL:
MFCD01747365
Molecular Formula:
C23H39N5O5S2
Molecular Weight:
529.7
Other data:
Malformin C is a bicyclic pentapeptide containing L-leucine, D-isoleucine, L-valine, and two D-cysteines coupled with a disulfide-bond bridge. Malformins A1 and C, originally isolated from the culture broth of Aspergillus niger FKI-2342, were found to abrogate the bleomycin-induced G2 arrest in Jurkat cells with IC50 values of 480nM and 0.9nM, respectively. Malformins may be promising candidates as anti-cancer agents.
Package Type:
Vial
Precautions:
P261, P271, P301, P312, P304, P340
Product Description:
Peptide antibiotic [1]. Induces root curvature and malformation in plants [1]. Antibacterial [1, 2], antimalarial and antitrypanosomal [4]. Disrupts the cell cycle at the G2 checkpoint of cancer cells, leading to sensitization of the cancer cells to anti-cancer reagents [3].
Purity:
>95% (HPLC)
Signal word:
Warning
SMILES:
CC(C)C[C@@H]1NC(=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
Solubility Chemicals:
Soluble in DMSO, methanol, ethanol or chloroform. Insoluble in water.
Source / Host:
Synthetic. Originally isolated from Aspergillus niger FKI-2342.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.
References
Malformin C, a new metabolite of Aspergillus niger: R.J. Anderegg, et al.; JACS 98, 3365 (1976) | Production and antibacterial activity of malforming C, a toxic metabolite of Aspergillus niger: B. Kobbe, et al.; Appl. Environ. Microbiol. 33, 996 (1977) | Fungal malformins inhibit bleomycin-induced G2 checkpoint in Jurkat cells: K. Hagimori, et al.; Biol. Pharm. Bull. 30, 1379 (2007) | Solid-phase synthesis and biological activity of malformin C and its derivatives: Y. Kojima, et al.; J. Antibiot. (Tokyo) 62, 681 (2009)