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Merck
CN

N8028

Sigma-Aldrich

Nikkomycin Z from Streptomyces tendae

≥90% (HPLC)

别名:

Neopolyoxin C, Nikkomycin Z

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About This Item

经验公式(希尔记法):
C20H25N5O10
CAS号:
分子量:
495.44
MDL编号:
UNSPSC代码:
51102829
PubChem化学物质编号:
NACRES:
NA.85

质量水平

方案

≥90% (HPLC)

表单

powder

溶解性

H2O: soluble 5 mg/mL

抗生素抗菌谱

fungi

作用机制

cell wall synthesis | interferes
enzyme | inhibits

储存温度

2-8°C

SMILES字符串

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

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

InChI key

WWJFFVUVFNBJTN-JKEIIPFCSA-N

一般描述

Chemical structure: peptidyl nucleoside

应用

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.

生化/生理作用

Nikkomycin Z inhibits chitin synthase from converting UDP-GlcNAc into cell wall chitin due to its structural resemblance to UDP-N-acetylglucosamine.

其他说明

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

监管及禁止进口产品

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分析证书(COA)

Lot/Batch Number

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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
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
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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