Rhodopeptin C2
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Category | Bioactive by-products |
Catalog number | BBF-02193 |
CAS | |
Molecular Weight | 495.70 |
Molecular Formula | C26H49N5O4 |
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Description
Rhodopeptin C2 is a cyclic tetrapeptide originally isolated from Rhodococcus sp. Mer-N1033. It has anti-candida and cryptococcus neoformant activities, and the MIC (μg/mL) was 1.25~2.5 and 0.63~1.25, respectively.
Specification
Synonyms | (3S,6S)-6-(3-aminopropyl)-13-(7-methylnonyl)-3-sec-butyl-1,4,7,10-tetrazacyclotridecane-2,5,8,11-tetrone |
IUPAC Name | (3S,6S)-6-(3-aminopropyl)-3-butan-2-yl-13-(7-methylnonyl)-1,4,7,10-tetrazacyclotridecane-2,5,8,11-tetrone |
Canonical SMILES | CCC(C)CCCCCCC1CC(=O)NCC(=O)NC(C(=O)NC(C(=O)N1)C(C)CC)CCCN |
InChI | InChI=1S/C26H49N5O4/c1-5-18(3)12-9-7-8-10-13-20-16-22(32)28-17-23(33)30-21(14-11-15-27)25(34)31-24(19(4)6-2)26(35)29-20/h18-21,24H,5-17,27H2,1-4H3,(H,28,32)(H,29,35)(H,30,33)(H,31,34)/t18?,19?,20?,21-,24-/m0/s1 |
InChI Key | ITBKUPNSNYDPST-YEUCXLETSA-N |
Properties
Appearance | Colorless Solid |
Antibiotic Activity Spectrum | fungi |
Reference Reading
1. Rhodopeptins (Mer-N1033), novel cyclic tetrapeptides with antifungal activity from Rhodococcus sp. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
H Chiba, H Agematu, R Kaneto, T Terasawa, K Sakai, K Dobashi, T Yoshioka J Antibiot (Tokyo). 1999 Aug;52(8):695-9. doi: 10.7164/antibiotics.52.695.
Five novel cyclic tetrapeptides, named rhodopeptin C1, C2, C3, C4 and B5, were isolated from a strain named Rhodococcus sp. Mer-N1033. They are a novel type of cyclic tetrapeptide composed of a beta-amino acid and three usual alpha-amino acids. Rhodopeptins show high in vitro antifungal activity against Candida albicans and Cryptococcus neoformans, whereas they show no activity against bacteria.
2. Rhodopeptins, novel cyclic tetrapeptides with antifungal activities from Rhodococcus sp. II. Structure elucidation
H Chiba, H Agematu, K Dobashi, T Yoshioka J Antibiot (Tokyo). 1999 Aug;52(8):700-9. doi: 10.7164/antibiotics.52.700.
The structures of rhodopeptins, novel antifungal peptides, were determined on the basis of physico-chemical analyses of the intact molecules and their acid hydrolysates. The structures of rhodopeptins C1, C2, C3, C4 and B5 were determined to be cyclo (-Gly-L-Orn-L-Val-3-amino-10-methyldodecanoyl-), cyclo (-Gly-L-Orn-L-Ile-3-amino-10-methyldodecanoyl-), cyclo (-Gly-L-Orn-L-Val-3-amino-12-methyltridecanoyl-), cyclo (-Gly-L-Orn-L-Val-3-amino- 12-methyltetradecanoyl-) and cyclo (-Gly-L-Lys-L-Val-3-amino-13-methyltetradecanoyl-), respectively. They are novel cyclic tetrapeptides containing a lipophilic beta-amino acid.
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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 ╳