BLASTICIDIN S

Bezeichnung:BLASTICIDIN S

CAS-Nr2079-00-7

Englisch Name:BLASTICIDIN S

CBNumberCB2269508

SummenformelC17H26N8O5

Molgewicht422.45

MOL-Datei2079-00-7.mol

BLASTICIDIN S physikalisch-chemischer Eigenschaften

Schmelzpunkt	235°C
Siedepunkt	539.06°C (rough estimate)
alpha	D11 +108.4° (water)
Dichte	1.1690 (rough estimate)
Dampfdruck	Low
Brechungsindex	1.6910 (estimate)
Löslichkeit	DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble; Water: soluble
Aggregatzustand	A solid
pka	2.4 (carboxyl), 4.6,8.0 and>12.5 (three bases)
Wasserlöslichkeit	>30 g l^-1(20 °C)
Stabilität	Incompatible with strong oxidizing agents.
EPA chemische Informationen	Blasticidin S (2079-00-7)

Sicherheit

Kennzeichnung gefährlicher	T+
R-Sätze:	28
S-Sätze:	24/25-36/37-45
RIDADR	3172
HazardClass	6.1(a)
PackingGroup	II
HS Code	29349990
Giftige Stoffe Daten	2079-00-7(Hazardous Substances Data)
Toxizität	LD50 i.v. in mice: 2.82 mg/kg (Takeuchi)

Gefahreninformationscode (GHS)

BLASTICIDIN S Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R28:Sehr giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Nucleoside antibiotic produced by Streptomyces griseochromogenes (1). Biosynthesized from cytosine, glucose, arginine, and methionine (2).
Verwenden
Blasticidin-S is used for the control of rice blast (PyricuZuria oryzae) by foliar application.
Verwenden
Blasticidin S is a nucleoside produced by several species of Streptomyces, first reported in the late 1950s. Blasticidin S is an antifungal agent with particularly potent activity against the rice pathogen, Piricularia oryzae, for which it was used commercially for some time in Japan. Blasticidin S inhibits protein synthesis and is active against bacteria, tumour cell lines and nematodes. More recently, blasticidin S has been used as a marker for strain manipulations. Blasticidin S provided by BioAustralis is presented as the free base to avoid problems associated with the use of the hydrochloride.
Definition
ChEBI: A blasticidin that is an antibiotic obtained from Streptomyces griseochromogene.
Vorbereitung Methode
Blasticidin S is produced by Streptomyces griseochromogenes, and has a wide range of antimicrobial activity (4). This antibiotic was utilized in the Far East beginning in 1961 against the rice blast pathogen Pyricularia oryzae, with effective control achieved at rates of 10–40 ppm (4).
Allgemeine Beschreibung
Blasticidin S was found in the culture broth of Streptomyces griseochromogenes by Yonehara et al. of the University of Tokyo in 1958. It has a nucleoside-analogue structure and shows strong activity against phytopathogenic fungi, especially Pericularia oryzae, the pathogen causing rice blast. Blasticidin S has been used to protect rice plants.
Pharmakologie
Inhibits protein synthesis both in eukaryotes and in prokaryotes (5,6). Interacts with ribosomal RNA in large subunit, interfering with the transpeptidation step. Inhibits cell-free protein synthesis in P. oryzae and Escherichia coli.
Stoffwechselwegen
Several blasticidin S-resistant microorganisms are found to produce blasticidin S deaminase which catalyzes the hydrolytic deamination of the cytosine moiety in blasticidin S to give a non-toxic deaminohydroxy derivative.
Stoffwechsel
3H-blasticidin S administered to mice was excreted in the urine and feces within 24 h. Cytomycin and cytosin were identified as the main metabolites in and on rice plants, respectively (7). In soil, DT₅₀ < 5 d. Metabolized to nontoxic deaminohydroxy blasticidin S by Aspergillus sp. and resistant Bacillus cereus. Novel deaminase and coding genes, BSD and bsr, were isolated as selectable marker genes for genetic engineering (8).
Toxicity evaluation
Acute oral LD₅₀ for male rats: 56.8, female rats: 55.9, male mice: 51.9, and female mice: 60.1 mg/kg. Acute percutaneous LD₅₀ for rats >500 mg/kg. Eye: severe irritation.
Degradation
Blasticidin-S is obtained as white needle crystals which are very soluble in water. The compound is stable in the pH range 5-7 but it is unstable under alkaline conditions. It is readily degraded by sunlight when on the surface of rice plants with the main degradation product being cytosine (2) (Yamaguchi et al., 1972) as shown in Scheme 1.

BLASTICIDIN S Upstream-Materialien And Downstream Produkte

BLASTICIDIN S Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

2079-00-7, BLASTICIDIN S Verwandte Suche:

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