Nikkomycin Lx
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| Category | Antibiotics |
| Catalog number | BBF-02127 |
| CAS | |
| Molecular Weight | 493.47 |
| Molecular Formula | C21H27N5O9 |
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Description
Nikkomycin Lx is originally isolated from Streptomyces tendae TU901. Although it is a microcomponent, it is relatively stable and has stronger anti-candida albicans activity than other components.
Specification
| IUPAC Name | 2-[5-(5-acetyl-2-oxo-1H-imidazol-3-yl)-3,4-dihydroxyoxolan-2-yl]-2-[(2-amino-4-hydroxy-3-methyl-4-pyridin-2-ylbutanoyl)amino]acetic acid |
| Canonical SMILES | CC(C(C1=CC=CC=N1)O)C(C(=O)NC(C2C(C(C(O2)N3C=C(NC3=O)C(=O)C)O)O)C(=O)O)N |
| InChI | InChI=1S/C21H27N5O9/c1-8(14(28)10-5-3-4-6-23-10)12(22)18(31)25-13(20(32)33)17-15(29)16(30)19(35-17)26-7-11(9(2)27)24-21(26)34/h3-8,12-17,19,28-30H,22H2,1-2H3,(H,24,34)(H,25,31)(H,32,33) |
| InChI Key | ICXJRQHWJJTKQI-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | fungi |
Reference Reading
1. Identification and characterization of sanH and sanI involved in the hydroxylation of pyridyl residue during nikkomycin biosynthesis in Streptomyces ansochromogenes
Zhoujie Xie, Guoqing Niu, Rui Li, Gang Liu, Huarong Tan Curr Microbiol. 2007 Dec;55(6):537-42. doi: 10.1007/s00284-007-9028-1. Epub 2007 Sep 26.
Nikkomycins are highly potent inhibitors of chitin synthase. The nikkomycin biosynthetic gene cluster has been cloned from Streptomyces asochromogenes. Two cytochrome P450 monooxygenase genes (sanQ, sanH) and one ferredoxin gene (sanI) were found in the cluster. It was reported that SanQ is involved in the hydroxylation of L-His, a key step in 4-formyl-4-imidazolin-2-one base biosynthesis. Here, we have studied the function of sanH and sanI. Disruption of sanH abolished the production of nikkomycin X and Z, but it accumulated one dominant component nikkomycin Lx, which is the nikkomycin X analog lacking the hydroxy group at the pyridyl residue. The sanI disruption mutant accumulated predominantly nikkomycin Lx in addition to nikkomycin X and Z. The nikkomycin production profile of the sanH and sanI double disruption mutant was the same as that of the sanH disruption mutant. These results confirmed that SanH is essential for the hydroxylation of pyridyl residue in nikkomycin biosynthesis of S. ansochromogenes and first demonstrated that SanI is an effective electron donor for SanH, but not for SanQ in vivo.
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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 ╳
