Mureidomycin F
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| Category | Antibiotics |
| Catalog number | BBF-01965 |
| CAS | |
| Molecular Weight | 852.91 |
| Molecular Formula | C39H48N8O12S |
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Description
Mureidomycin F is an antibiotic produced by Str. flavidovirens SANK 60486. It has anti-Pseudomonas aeruginosa activity.
Specification
| IUPAC Name | 2-[[(2S)-1-[[(2R)-1-[[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid |
| Canonical SMILES | CC(C(C(=O)NC=C1CC(C(O1)N2C=CC(=O)NC2=O)O)NC(=O)C(CCSC)NC(=O)NC(CC3=CC(=CC=C3)O)C(=O)O)N(C)C(=O)C4CC5=C(CN4)C=CC(=C5)O |
| InChI | InChI=1S/C39H48N8O12S/c1-20(46(2)35(54)28-16-23-15-25(49)8-7-22(23)18-40-28)32(34(53)41-19-26-17-30(50)36(59-26)47-11-9-31(51)44-39(47)58)45-33(52)27(10-12-60-3)42-38(57)43-29(37(55)56)14-21-5-4-6-24(48)13-21/h4-9,11,13,15,19-20,27-30,32,36,40,48-50H,10,12,14,16-18H2,1-3H3,(H,41,53)(H,45,52)(H,55,56)(H2,42,43,57)(H,44,51,58)/b26-19+/t20?,27-,28?,29?,30?,32+,36?/m0/s1 |
| InChI Key | XWORGFMCZJWEQG-LHTWYDNNSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. Identification of mureidomycin analogues and functional analysis of an N-acetyltransferase in napsamycin biosynthesis
Xiaoyu Tang, Marcel Gross, Yunying Xie, Andreas Kulik, Bertolt Gust Chembiochem. 2013 Nov 25;14(17):2248-55. doi: 10.1002/cbic.201300287. Epub 2013 Oct 2.
Antibiotic abundance: Several new uridyl peptide antibiotics were identified from a heterologous producer strain containing the mureidomycin/napsamycin biosynthetic gene cluster by using HRMS and LC-ESI-MS/MS. Analysis of the new compounds and the corresponding gene cluster revealed NpsB, an N-acetyltransferase, to be responsible for acetylation of the uridyl peptide antibiotic.
2. Mureidomycins E and F, minor components of mureidomycins
F Isono, Y Sakaida, S Takahashi, T Kinoshita, T Nakamura, M Inukai J Antibiot (Tokyo). 1993 Aug;46(8):1203-7. doi: 10.7164/antibiotics.46.1203.
Mureidomycins (MRDs) E and F were isolated from a culture filtrate of Streptomyces flavidovirens SANK 60486 which produces MRDs A approximately D. They possessed the same molecular formulae, C39H48N8O12S and very similar UV, IR and NMR spectra, but differed clearly from each other in HPLC profile. From the hydrolysates of MRDs E and F, 8-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid and 6-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid were detected, respectively, which were not detected from those of MRDs A approximately D. They showed strong anti-pseudomonal activity but less active than MRD A. MRDs E and F were synthesized from MRD A and formaldehyde through Pictet-Spengler reaction.
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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 ╳
