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13929-35-6 | Rifamycin, 4-O-(carboxymethyl)-
CAS No: 13929-35-6 Catalog No: AG001AP7 MDL No:MFCD00135928
Product Description
Catalog Number:
AG001AP7
Chemical Name:
Rifamycin, 4-O-(carboxymethyl)-
CAS Number:
13929-35-6
MDL Number:
MFCD00135928
IUPAC Name:
2-[[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-13-acetyloxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-yl]oxy]acetic acid
InChI:
InChI=1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8,54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15,17,19-21,25,31-32,35,44-47H,16H2,1-9H3,(H,40,49)(H,42,43)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,31-,32+,35+,39-/m0/s1
InChI Key:
SQTCRTQCPJICLD-KTQDUKAHSA-N
EC Number:
237-697-8
UNII:
8DDB535DJI
Properties
Complexity:
1460
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
9
Defined Bond Stereocenter Count:
3
Exact Mass:
755.315g/mol
Formal Charge:
0
Heavy Atom Count:
54
Hydrogen Bond Acceptor Count:
14
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
755.814g/mol
Monoisotopic Mass:
755.315g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
228A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8
Literature
| Title | Journal |
|---|---|
| Two genes, rif15 and rif16, of the rifamycin biosynthetic gene cluster in Amycolatopsis mediterranei likely encode a transketolase and a P450 monooxygenase, respectively, both essential for the conversion of rifamycin SV into B. | Acta biochimica et biophysica Sinica 20111201 |
| Role of extracellular protease in nitrogen substrate management during antibiotic fermentation: a process model and experimental validation. | Applied microbiology and biotechnology 20110801 |
| Development of balanced medium composition for improved rifamycin B production by isolated Amycolatopsis sp. RSP-3. | Letters in applied microbiology 20091101 |
| Expression of the bacterial hemoglobin gene from Vitreoscilla stercoraria increases rifamycin B production in Amycolatopsis mediterranei. | Journal of bioscience and bioengineering 20081101 |
| Detection of phase shifts in batch fermentation via statistical analysis of the online measurements: a case study with rifamycin B fermentation. | Journal of biotechnology 20071031 |
| Phase shifts in the stoichiometry of rifamycin B fermentation and correlation with the trends in the parameters measured online. | Journal of biotechnology 20061215 |
| A cybernetic model to predict the effect of freely available nitrogen substrate on rifamycin B production in complex media. | Applied microbiology and biotechnology 20061001 |
| Structured kinetic model to represent the utilization of multiple substrates in complex media during rifamycin B fermentation. | Biotechnology and bioengineering 20060305 |
| Stereochemical assignment of intermediates in the rifamycin biosynthetic pathway by precursor-directed biosynthesis. | Journal of the American Chemical Society 20050817 |
| A homologue of the Mycobacterium tuberculosis PapA5 protein, rif-orf20, is an acetyltransferase involved in the biosynthesis of antitubercular drug rifamycin B by Amycolatopsis mediterranei S699. | Chembiochem : a European journal of chemical biology 20050501 |
| Scale-up of rifamycin B fermentation with Amycolatoposis mediterranei. | Journal of Zhejiang University. Science 20041201 |
| Optimization of rifamycin B fermentation in shake flasks via a machine-learning-based approach. | Biotechnology and bioengineering 20040420 |
| Isolation and characterization of 27-O-demethylrifamycin SV methyltransferase provides new insights into the post-PKS modification steps during the biosynthesis of the antitubercular drug rifamycin B by Amycolatopsis mediterranei S699. | Archives of biochemistry and biophysics 20030315 |
| Improvement of rifemycins production by Amycolatopsis mediterranei in batch and fed-batch cultures. | Acta microbiologica Polonica 20030101 |
| Improvement of industry-applied rifamycin B-producing strain, Amycolatopsis mediterranei, by rational screening. | The Journal of general and applied microbiology 20021201 |
| Solid state cultivation of Curvularia lunata for transformation of rifamycin B to S. | Indian journal of experimental biology 20020801 |
| New insights into rifamycin B biosynthesis: isolation of proansamycin B and 34a-deoxy-rifamycin W as early macrocyclic intermediates indicating two separated biosynthetic pathways. | The Journal of antibiotics 20020401 |
| Antibiotic biosynthesis: from natural to unnatural compounds. | Journal of industrial microbiology & biotechnology 20010901 |
| The rifamycins. | Antibiotica et chemotherapia. Fortschritte. Advances. Progres 19630101 |
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