Amphistin
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00448 |
| CAS | |
| Molecular Weight | 343.33 |
| Molecular Formula | C13H21N5O6 |
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Description
It is produced by the strain of Actinornycete KP-3052. It has weak antibacterial activity. Inhibition of melanoma cell B16 production of melanin without affecting the growth of the cell, IC50 is 55 μmol/L.
Specification
| Synonyms | amphistin |
| IUPAC Name | 2-amino-4-[[1-carboxy-2-[[1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]ethyl]amino]butanoic acid |
| Canonical SMILES | C1=C(NC=N1)CC(C(=O)O)NCC(C(=O)O)NCCC(C(=O)O)N |
| InChI | InChI=1S/C13H21N5O6/c14-8(11(19)20)1-2-16-10(13(23)24)5-17-9(12(21)22)3-7-4-15-6-18-7/h4,6,8-10,16-17H,1-3,5,14H2,(H,15,18)(H,19,20)(H,21,22)(H,23,24) |
| InChI Key | ITQGHQZINPLSLB-UHFFFAOYSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Melting Point | 260 °C (dec.) |
| Solubility | Soluble in Water |
Reference Reading
1. Amphistin, a new melanogenesis inhibitor, produced by an actinomycete
N Arai, K Shiomi, S Takamatsu, K Komiyama, M Shinose, Y Takahashi, Y Tanaka, Y Iwai, J R Liu, S Omura J Antibiot (Tokyo). 1997 Oct;50(10):808-14. doi: 10.7164/antibiotics.50.808.
A new melanogenesis inhibitor, named amphistin, was isolated from the fermentation broth of an actinomycete strain KP-3052. Amphistin was purified from the culture filtrate by the combination of cation exchange, gel filtration, and aminosilyl silica gel chromatographic methods. The structure of amphistin was elucidated as gamma-(beta-histidinoalanino)homoalanine by NMR experiments including 1H-15N HMBC experiment and other spectroscopic analyses. Amphistin inhibited the melanogenesis of B16 melanoma cells at concentration of 6.8 microM.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
