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N8028

Sigma-Aldrich

Nikkomycin Z from Streptomyces tendae

≥90% (HPLC)

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Synonym(s):
Neopolyoxin C, Nikkomycin Z
Empirical Formula (Hill Notation):
C20H25N5O10
CAS Number:
59456-70-1
Molecular Weight:
495.44
MDL number:
MFCD00869648
UNSPSC Code:
51101500
PubChem Substance ID:
24897849
NACRES:
NA.85

Quality Level

200

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

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

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

Related Categories

General description

Chemical structure: peptidyl nucleoside

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.

Other Notes

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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