Nikkomycin Z - Moligand™, ≥90%(HPLC) , CAS No.59456-70-1

CAS: 59456-70-1 Cat. No.: N463180 Summenformel: C₂₀H₂₅N₅O₁₀ Molekulargewicht: 495.44 EG-Nummer: 637-378-7

GRADE & PURITY Moligand™, ≥90%(HPLC)

Synonyms

β-D-Allofuranuronic acid 5-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-

Storage

Store at 2-8°C

Shipped In

Wet ice

Übersicht

Description

Chemical structure: peptidyl nucleosideNikkomycin 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 humanEncephalitozoon hellem, a microsporidian species and is used to study the changes of chitin and β--glucan under Nikkomycin Z exposure.

Specifications

Synonyme

β-D-Allofuranuronic acid 5-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-

Spezifikationen & Reinheit

Moligand™, ≥90%(HPLC)

Biochemische und physiologische Mechanismen

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.

Storage

Store at 2-8°C

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

INHIBITOR

Reinheit

≥90%(HPLC)

Namen und Kennungen

• Pubchem Sid: 528771505
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/528771505
• Kanonisches Lächeln: CC(C(C1=NC=C(C=C1)O)O)C(C(=O)NC(C2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N
• IUPAC Name: (2S)-2-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• InChIKey: WWJFFVUVFNBJTN-VHDFTHOZSA-N
• 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
• Isomere SMILES: C[C@H]([C@@H](C1=NC=C(C=C1)O)O)[C@@H](C(=O)N[C@@H]([C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N
• Molekulargewicht: 495.44
• Reaxy-Rn: 873216
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=873216&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Klasse Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Ebene5 Peptides
          • Ebene6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Klasse: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: 5'-deoxyribonucleosides N-acyl-L-alpha-amino acids Alpha amino acid amides Glycosylamines Pyrimidones Hydroxypyridines Aralkylamines Hydropyrimidines N-acyl amines Vinylogous amides Heteroaromatic compounds Tetrahydrofurans 1,3-aminoalcohols Lactams Amino acids Secondary alcohols Secondary carboxylic acid amides Ureas Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Carboxylic acids Aromatic alcohols Monoalkylamines Organic oxides Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - 5'-deoxyribonucleoside - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Alpha-amino acid amide - Glycosyl compound - N-glycosyl compound - Alpha-amino acid or derivatives - Hydroxypyridine - Pyrimidone - Aralkylamine - Fatty amide - Hydropyrimidine - N-acyl-amine - Pyridine - Pyrimidine - Fatty acyl - Tetrahydrofuran - Heteroaromatic compound - Vinylogous amide - 1,3-aminoalcohol - Urea - Secondary carboxylic acid amide - Secondary alcohol - Amino acid or derivatives - Carboxamide group - Amino acid - Lactam - Azacycle - Oxacycle - Organoheterocyclic compound - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Alcohol - Organic oxide - Organopnictogen compound - Primary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Aromatic alcohol - Organonitrogen compound - Organooxygen compound - Primary amine - Organic oxygen compound - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: nikkomycin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: H2O: soluble 5mg/mL
• Molekulargewicht: 495.400 g/mol
• XLogP3: -5.600
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 495.16 Da
• Monoisotopic Mass: 495.16 Da
• Topological Polar Surface Area: 245.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 871.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1