Nikkomycin Z

[Description]:

Nikkomycin Z, a nucleoside-peptide, is a selective competitive chitin synthesis inhibitor. Nikkomycin Z has antifungal effects and acts as a competitive analogue of the chitin synthase substrate UDP-N-acetylglucosamine[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. R Kovács, et al. Synergistic Effect of Nikkomycin Z With Caspofungin and Micafungin Against Candida Albicans and Candida Parapsilosis Biofilms. Lett Appl Microbiol. 2019 Oct;69(4):271-278.

[ Density]:
1.646 g/cm3

[ Molecular Formula ]:
C₂₀H₂₅N₅O₁₀

[ Molecular Weight ]:
495.44000

[ Exact Mass ]:
495.16000

[ PSA ]:
250.32000

[ Index of Refraction ]:
1.678

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BA2928200

CHEMICAL NAME :: beta-D-Allofuranuronic acid, 5-((2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-met hyl- 1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-diox o-1(2H)-pyrimidinyl)-, (2S-(2R*,3R*,4R*))-

CAS REGISTRY NUMBER :: 59456-70-1

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H25-N5-O10

MOLECULAR WEIGHT :: 495.50

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 44,1709,1980

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
BA2928200

SabR enhances nikkomycin production via regulating the transcriptional level of sanG, a pathway-specific regulatory gene in Streptomyces ansochromogenes.

BMC Microbiol. 11 , 164, (2011)

sabR is a pleiotropic regulatory gene which has been shown to positively regulate the nikkomycin biosynthesis and negatively affect the sporulation of Streptomyces ansochromogenes. In this study, we i...

Reshuffling of Aspergillus fumigatus cell wall components chitin and β-glucan under the influence of caspofungin or nikkomycin Z alone or in combination.

Antimicrob. Agents Chemother. 56 , 1595-1598, (2012)

Chitin and β-glucan are major cell wall components of Aspergillus spp. We investigated the antifungal activity of chitin synthesis inhibitors nikkomycin Z, polyoxin D, flufenoxuron, lufenuron, and tef...

Characterization of the PLP-dependent aminotransferase NikK from Streptomyces tendae and its putative role in nikkomycin biosynthesis.

FEBS J. 278(21) , 4122-35, (2011)

As inhibitors of chitin synthase, nikkomycins have attracted interest as potential antibiotics. The biosynthetic pathway to these peptide nucleosides in Streptomyces tendae is only partially known. In...

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HEALTH HAZARD DATA

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