Demycarosylplatenomycin
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| Category | Antibiotics |
| Catalog number | BBF-00834 |
| CAS | |
| Molecular Weight | 613.73 |
| Molecular Formula | C31H51NO11 |
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Description
Demycarosylplatenomycin is an antibiotic produced by Streptomyces platensis subsp. malvinus MCRL 0388. It has weak activity against Gram-positive bacteria.
Specification
| Synonyms | Demycarosylplatenomycin A1 |
| IUPAC Name | [(4R,5S,6S,7R,9R,11E,13E,16R)-6-[(2S,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] ethyl carbonate |
| Canonical SMILES | CCOC(=O)OC1CC(=O)OC(CC=CC=CCC(CC(C(C1OC)OC2C(C(C(C(O2)C)O)N(C)C)O)CC=O)C)C |
| InChI | InChI=1S/C31H51NO11/c1-8-39-31(37)42-23-18-24(34)40-20(3)14-12-10-9-11-13-19(2)17-22(15-16-33)28(29(23)38-7)43-30-27(36)25(32(5)6)26(35)21(4)41-30/h9-12,16,19-23,25-30,35-36H,8,13-15,17-18H2,1-7H3/b11-9+,12-10+/t19-,20-,21-,22+,23-,25+,26-,27-,28+,29+,30+/m1/s1 |
| InChI Key | LUVTUWILHOMBIL-FTUNUZJWSA-N |
Properties
| Appearance | Colorless Flake Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Melting Point | 113-115°C |
Reference Reading
1. Studies on the biosynthesis of basic 16-membered macrolide antibiotics, platenomycins. II. Production isolation and structures of 3-O-propionyl-5-O-mycaminosyl platenolides I and II, 9-dehydro demycarosyl platenomycin and demycarosyl platenomycin
T Furumai, M Suzuki J Antibiot (Tokyo). 1975 Oct;28(10):775-82. doi: 10.7164/antibiotics.28.775.
Four basic glycosides have been isolated from the fermentation broth of the blocked mutants of Streptomyces platensis subsp. malvinus MCRL 0388. These compounds isolated and purified by solvent extraction and column chromatography were identified as 3-O-propionyl-5-O-mycaminosyl platenolides I (PPL-I-MC) and II (PP-II-MC), 9-dehydro demycarosyl platenomycin (DDM-PLM) and demycarosyl platenomycin (DM-PLM).
2. Studies on the biosynthesis of basic 16-membered macrolide antibiotics, platenomycins. IV. Biosynthesis of platenomycins
T Furumai, K Takeda, M Suzuki J Antibiot (Tokyo). 1975 Oct;28(10):789-97. doi: 10.7164/antibiotics.28.789.
To elucidate the biosynthetic pathway of platenomycin (PLM), biosynthetic relationships of platenolides I (PL-I) and II (PL-II), 3-O-propionyl-5-O-mycaminosyl platenolides I (PPL-I-MC) and II (PPL-UU-MC), 9-dehydro demycarosyl platenomycin (DDM-PLM) were examined with growing cultures or the washed mycelium of blocked mutants of Streptomyces platensis subsp. malvinus MCRL0388, a platenomycin-producing organism. As a result, it was revealed that PLM was biosynthesized from PL-I via DM-PLM and DA-PLM along the pathways shown in Chart 1. 4''-Isovaleroyl unit of PLM-A and 4''-propionyl unit of PLM-B were respectively derived from L-leucine and L-isoleucine.
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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 ╳
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