N8028
Nikkomycin Z from Streptomyces tendae
≥90% (HPLC)
别名:
Neopolyoxin C, Nikkomycin Z
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关于此项目
经验公式（希尔记法）:
C20H25N5O10
化学文摘社编号:
分子量:
495.44
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
MDL number:
产品名称
Nikkomycin Z from Streptomyces tendae, ≥90% (HPLC)
InChI
1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12+,13-,14-,15+,16+,18+/m0/s1
SMILES string
C[C@@H]([C@H](N)C(=O)N[C@H]([C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=O)NC2=O)C(O)=O)[C@H](O)c3ccc(O)cn3
InChI key
WWJFFVUVFNBJTN-JKEIIPFCSA-N
assay
≥90% (HPLC)
form
powder
solubility
H2O: soluble 5 mg/mL
antibiotic activity spectrum
fungi
mode of action
cell wall synthesis | interferes
enzyme | inhibits
storage temp.
2-8°C
Quality Level
Application
Nikkomycin Z is used as a selective competitive inhibitor of chitin synthetase 3 in studies on fungal cell wall development. It is a potential treatment for human Encephalitozoon hellem, a microsporidian species and is used to study the changes of chitin and β--glucan under Nikkomycin Z exposure.
Biochem/physiol Actions
Nikkomycin Z inhibits chitin synthase from converting UDP-GlcNAc into cell wall chitin due to its structural resemblance to UDP-N-acetylglucosamine.
General description
Chemical structure: peptidyl nucleoside
Other Notes
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
涉药品监管产品
此项目有
L Popolo et al.
Journal of bacteriology, 179(2), 463-469 (1997-01-01)
The GGP1/GAS1 gene codes for a glycosylphosphatidylinositol-anchored plasma membrane glycoprotein of Saccharomyces cerevisiae. The ggp1delta mutant shows morphogenetic defects which suggest changes in the cell wall matrix. In this work, we have investigated cell wall glucan levels and the increase
T Chapman et al.
Antimicrobial agents and chemotherapy, 36(9), 1909-1914 (1992-09-01)
An N-acetyl-D-[14C]glucosamine radiolabel incorporation assay has been used to monitor chitin biosynthesis in whole cells of Candida albicans both in vitro and in vivo in two different mouse infection models, one using the peritoneal cavity as a chamber in which
Matthew M Draelos et al.
Nature chemical biology, 17(2), 213-221 (2020-12-02)
Kinases are annotated in many nucleoside biosynthetic gene clusters but generally are considered responsible only for self-resistance. Here, we report an unexpected 2'-phosphorylation of nucleoside biosynthetic intermediates in the nikkomycin and polyoxin pathways. This phosphorylation is a unique cryptic modification
H Decker et al.
Journal of general microbiology, 137(8), 1805-1813 (1991-08-01)
The structure-activity relationships of different nikkomycins were studied to evaluate the structural requirements for a potent chitin synthase inhibitor. We investigated the transport of the nikkomycins via the peptide transport system of the yeast Yarrowia lipolytica and determined the kinetic
E Bigliardi et al.
Antimicrobial agents and chemotherapy, 44(11), 3012-3016 (2000-10-19)
Since 1985 microsporidia have been recognized as a cause of emerging infections in humans, mainly in immunocompromised human immunodeficiency virus-positive subjects. As chitin is a basic component of the microsporidian infective stage, the spore, we evaluated in vitro the susceptibility
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