ChemicalBook > Product Catalog >API >Antibiotics >Agricultural antibiotics >BLASTICIDIN S

BLASTICIDIN S

BLASTICIDIN S Structure
CAS No.
2079-00-7
Chemical Name:
BLASTICIDIN S
Synonyms
blasticidin;bab;Blas;babs;Blaes;bcs-3;toabla-s;cytovirin;bcs-3、bla-s;blastizidin
CBNumber:
CB2269508
Molecular Formula:
C17H26N8O5
Molecular Weight:
422.45
MOL File:
2079-00-7.mol
Modify Date:
2024/3/16 16:21:40

BLASTICIDIN S Properties

Melting point 235°C
Boiling point 539.06°C (rough estimate)
alpha D11 +108.4° (water)
Density 1.1690 (rough estimate)
vapor pressure Low
refractive index 1.6910 (estimate)
solubility DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble; Water: soluble
form A solid
pka 2.4 (carboxyl), 4.6,8.0 and>12.5 (three bases)
Water Solubility >30 g l-1(20 °C)
Stability Incompatible with strong oxidizing agents.
EPA Substance Registry System Blasticidin S (2079-00-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
Hazard Codes  T+
Risk Statements  28
Safety Statements  24/25-36/37-45
RIDADR  3172
HazardClass  6.1(a)
PackingGroup  II
HS Code  29349990
Toxicity LD50 i.v. in mice: 2.82 mg/kg (Takeuchi)
NFPA 704
0
4 0

BLASTICIDIN S Chemical Properties,Uses,Production

Description

Nucleoside antibiotic produced by Streptomyces griseochromogenes (1). Biosynthesized from cytosine, glucose, arginine, and methionine (2).

Uses

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.

Production Methods

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).

Definition

ChEBI: A blasticidin that is an antibiotic obtained from Streptomyces griseochromogene.

General Description

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.

Pharmacology

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.

Metabolic pathway

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.

Metabolism

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).

BLASTICIDIN S Preparation Products And Raw materials

Global( 51)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-89586680 +86-18192503167 China 9030 58 Inquiry
SUZHOU SENFEIDA CHEMICAL CO.,LTD +86-0512-83500002 +8615195660023 China 10814 58 Inquiry
LEAPCHEM CO., LTD. +86-852-30606658 China 43348 58 Inquiry
Nantong Zhonghe Chemical New Materials Co., Ltd 13003551299 13003551299 China 7567 58 Inquiry
JIANGSU BSECHEM CHEMICAL TECHNOLOGY Co., Ltd 15651337098 China 3002 58 Inquiry
Billiken International Holding Ltd +86-755-26805382 China 277 30 Inquiry
Lynnchem 86-(0)29-85992781 17792393971 China 4587 58 Inquiry
Shanghai Mingrui Biotechnology Co., Ltd. 021-64049450 CHINA 2 58 Inquiry
1(1’-Cytosinyl)-4-[L-3’-amino-5’(1’’-N-methylguanidino)valerlamino]1,2,3,4-te-tradeoxy-D-erythro-hex-2-enuronicacid Blas Blaes .beta.-D-erythro-Hex-2-enopyranuronic acid, 4-3-amino-5-(aminoiminomethyl)methylamino-1-oxopentylamino-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-, (S)- 1(1'-Cytosinyl)-4-[L-3'-amino-5'(1''-N-methylguanidino)valerlamino]1,2,3,4-te-tradeoxy-D-erythro-hex-2-enuronic acid bcs-3、bla-s Alkylate, "hard" Alkylbenzene (branched) Branched alkylbenzene Branched detergent alkylate Branched dodecylbenzene Detergent alkylate (branched) Dodecylbenzene (branched) (2S)-3β-[[(3S)-3-Amino-5-(1-methylguanidino)pentanoyl]amino]-6α-(4-amino-2-oxo-1(2H)-pyrimidinyl)-3,6-dihydro-2H-pyran-2α-carboxylic acid 4-[[(3S)-3-Amino-5-[[amino(imino)methyl]methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-β-D-erythro-2-hexenopyranuronic acid 4-[[(S)-3-Amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-β-D-erythro-2-hexenopyranuronic acid Blastizidin s Blasticidin S Hydrochloride in buffer solutionLiquid Blasticidin S Hydrochloride (solid) 3-(3-amino-5-(1-methylguanidino)-1-oxopentylamino-6-(4-amino-2-oxo-2,3-dihydro-pyrimidin-1-yl)-2,3-dihydro-(6H)-pyran-2-carboxylic acid blasticidin-s S-[4-[3-amino-5-[(aminoiminomethyl) methylamino]-1-oxopentyl] amino]-1-[4-amino-2-oxo-1 (2H)-pyrimidinyl]-1,2,3,4-tetradeoxy-β-D-erythrohex-2-enopyranuronic acid Cytovarin, Bla-S, 21544, A83094C, NSC 91770 babs bcs-3 blastizidin cytovirin toabla-s Vlasticidins β-D-erythro-Hex-2-enopyranuronic acid, 4-[[(3S)-3-amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy- BLASTICIDIN S USP/EP/BP bab blasticidin BLASTICIDIN S 2079-00-7 C17H26N8O5ClH C17H26N8O5 FUNGICIDE