Hormaomycin
| Code | Size | Price |
|---|
| BVT-0107-C500 | 500 ug | £280.00 |
Quantity:
| BVT-0107-M001 | 1 mg | £440.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Takaokamycin
Appearance:
White powder.
CAS:
121548-21-8 and 92092-69-8
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light when in solution.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C55H69ClN10O14/c1-7-15-32-22-42-55(74)80-31(6)47(62-49(68)37(23-35-25-40(35)65(76)77)57-50(69)39-20-21-43(56)64(39)75)53(72)61-45(29(4)33-16-11-9-12-17-33)51(70)58-38(24-36-26-41(36)66(78)79)48(67)60-46(30(5)34-18-13-10-14-19-34)52(71)59-44(28(3)8-2)54(73)63(42)27-32/h7,9-21,28-32,35-38,40-42,44-47,75H,8,22-27H2,1-6H3,(H,57,69)(H,58,70)(H,59,71)(H,60,67)(H,61,72)(H,62,68)/b15-7-/t28-,29+,30+,31+,32-,35+,36+,37-,38+,40?,41?,42-,44-,45-,46-,47+/m0/s1
InChiKey:
YOUXQVRIWHZWQN-LDXNQXMISA-N
Long Description:
Chemical. CAS: 121548-21-8 and 92092-69-8. Formula: C55H69N10O14Cl. MW: 1129.7. Isolated from Streptomyces griseoflavus. Antibiotic. Peptide lactone. Antibacterial agent (selective). Potent narrow-spectrum antibiotic against coryneform actinomycetes (MIC value 88 pM). Quorum sensing modulator. Shows hormonal activity. Inducer of morphological differentiation in actinomycetes. Stimulator of antibiotic production. Inducer of aerial mycelium formation in various actinomycetes. Antimalarial (in vitro). Rare type of natural product, regulating bacterial behavior and independently function in a defensive antibiotic role.
MDL:
MFCD00901680
Molecular Formula:
C55H69N10O14Cl
Molecular Weight:
1129.7
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Antibiotic. Peptide lactone. Antibacterial agent (selective). Potent narrow-spectrum antibiotic against coryneform actinomycetes (MIC value 88 pM). Quorum sensing modulator. Shows hormonal activity. Inducer of morphological differentiation in actinomycetes. Stimulator of antibiotic production. Inducer of aerial mycelium formation in various actinomycetes. Antimalarial (in vitro). Rare type of natural product, regulating bacterial behavior and independently function in a defensive antibiotic role.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CC[C@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H](C[C@@H]2C[C@H]2[N+]([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](C[C@@H]2C[C@H]2[N+]([O-])=O)NC(=O)C2=CC=C(Cl)N2O)[C@@H](C)OC(=O)[C@@H]2C[C@@H](CN2C1=O)C=C/C)[C@H](C)C1=CC=CC=C1)[C@H](C)C1=CC=CC=C1
Solubility Chemicals:
Soluble in DMSO, methanol of chloroform.
Source / Host:
Isolated from Streptomyces griseoflavus.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
References
Takaokamycin, a new peptide antibiotic produced by Streptomyces sp.: S. Omura, et al.; J. Antibiot. 37, 700 (1984) | Hormaomycin, a novel peptide lactone with morphogenetic activity on Streptomyces: N. Andres, et al.; Helv. Chim. Acta 72, 426 (1989) | Hormaomycin, a new peptide lactone antibiotic effective in inducing cytodifferentiation and antibiotic biosynthesis in some Streptomyces species: N. Andres, et al.; Z. Naturforsch. 45, 850 (1990) | Elucidation of the structure of hormaomycin: E. R?ssner, et al.; Angew. Chem. Int. Ed. Engl. 29, 64 (1990) | In vitro antimalarial activities of the microbial metabolites: K. Otoguro, et al.; J. Antibiot. 56, 322 (2003) | Final elucidation of the absolute configuration of the signal metabolite hormaomycin: B.D. Zlatopolskiy, et al.; Eur. J. Chem. 10, 4708 (2004) | First total synthesis of hormaomycin, a naturally occurring depsipeptide with interesting biological activities: B.D. Zlatopolskiy, et al.; Eur. J. Chem. 10, 4718 (2004) | The biosynthesis of 3-(trans-2-nitrocyclopropyl)alanine, a constituent of the signal metabolite hormaomycin: M. Brandl, et al.; Eur. J. Org. Chem. 2004, 123 (2004) | Effect of the solvent on the conformation of a depsipeptide: NMR-derived solution structure of hormaomycin in dmso from residual dipolar couplings in a novel dmso-compatible alignment medium: U.M. Reinscheid, et al.; ChemBioChem 7, 287 (2006) | Synthesis and precursor-directed biosynthesis of new hormaomycin analogues: B.D. Zlatopolskiy, et al.; Eur. J. Org. Chem. 2006, 1525 (2006) | Insights into the biosynthesis of hormaomycin, an exceptionally complex bacterial signaling metabolite: I. H?fer, et al.; Chem. Biol. 18, 381 (2011)