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Amphistin

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Category Enzyme inhibitors
Catalog number BBF-00448
CAS
Molecular Weight 343.33
Molecular Formula C13H21N5O6

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product 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.

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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
Appearance White Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Melting Point 260 °C (dec.)
Solubility Soluble in Water
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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* 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:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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