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Tubermycin B Sale

(Synonyms: 吩嗪-1-羧酸) 目录号 : GC48911

A bacterial metabolite with antifungal and fungicidal activities

Tubermycin B Chemical Structure

Cas No.:2538-68-3

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25mg
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产品描述

Tubermycin B is a bacterial metabolite that has been found in Pseudomonas and has antifungal and fungicidal activities.1,2 It is active against A. flavus, C. albicans, and T. rubrum (MICs = 64, 8, and 4 µg/ml, respectively), as well as the plant pathogenic fungi F. oxysporum and R. solani (MICs = 125 and 32 µg/ml, respectively).1 Tubermycin B (10-500 µg/ml) prevents the development of foliar anthracnose lesions in cucumber plants infected with the plant pathogenic fungus C. orbiculare.2 Formulations containing tubermycin B have been used as fungicides in agriculture.

1.Gorantla, J.N., Kumar, S.N., Nisha, G.V., et al.Purification and characterization of antifungal phenazines from a fluorescent Pseudomonas strain FPO4 against medically important fungiJ. Mycol. Med.24(3)185-192(2014) 2.Lee, J.Y., Moon, S.S., and Hwang, B.K.Isolation and in vitro and in vivo activity against Phytophthora capsici and Colletotrichum orbiculare of phenazine-1-carboxylic acid from Pseudomonas aeruginosa strain GC-B26Pest. Manag. Sci.59(8)872-882(2003)

Chemical Properties

Cas No. 2538-68-3 SDF
别名 吩嗪-1-羧酸
Canonical SMILES O=C(C1=C2N=C3C=CC=CC3=NC2=CC=C1)O
分子式 C13H8N2O2 分子量 224.2
溶解度 DMF: 1 mg/ml,DMSO: 1 mg/ml,DMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 4.4603 mL 22.3015 mL 44.603 mL
5 mM 0.8921 mL 4.4603 mL 8.9206 mL
10 mM 0.446 mL 2.2302 mL 4.4603 mL
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Research Update

Streptomyces kebangsaanensis sp. nov., an endophytic actinomycete isolated from an ethnomedicinal plant, which produces phenazine-1-carboxylic acid

Int J Syst Evol Microbiol 2013 Oct;63(Pt 10):3733-3738.PMID:23645019DOI:10.1099/ijs.0.047878-0.

A spore-forming streptomycete designated strain SUK12(T) was isolated from a Malaysian ethnomedicinal plant. Its taxonomic position, established using a polyphasic approach, indicates that it is a novel species of the genus Streptomyces. Morphological and chemical characteristics of the strain were consistent with those of members of the genus Streptomyces. Analysis of the almost complete 16S rRNA gene sequence placed strain SUK12(T) in the genus Streptomyces where it formed a distinct phyletic line with recognized species of this genus. The strain exhibited highest sequence similarity to Streptomyces corchorusii DSM 40340(T) (98.2 %) followed by Streptomyces chrestomyceticus NRRL B-3310(T) (98.1 %). The G+C content of the genomic DNA was 74 mol%. Chemotaxonomic data [MK-9(H8) as the major menaquinone; LL-diaminopimelic acid as a component of cell-wall peptidoglycan; C12 : 0, C14 : 0, C15 : 0 and C17 : 1 as the major fatty acids; phospholipid type II] supported the affiliation of strain SUK12(T) to the genus Streptomyces. The results of the phylogenetic analysis and phenotypic data derived from this and previous studies allowed the genotypic and phenotypic differentiation of strain SUK12(T) from the related species of the genus Streptomyces. The DNA-DNA relatedness value between strain SUK12(T) and S. corchorusii DSM 40340(T) is 18.85±4.55 %. Strain SUK12(T) produces phenazine-1-carboxylic acid, known as Tubermycin B, an antibacterial agent. It is proposed, therefore, that strain SUK12(T) ( = DSM 42048(T) = NRRL B-24860(T)) be classified in the genus Streptomyces as the type strain of Streptomyces kebangsaanensis sp. nov.

Endophenazines A-D, new phenazine antibiotics from the arthropod associated endosymbiont Streptomyces anulatus. I. Taxonomy, fermentation, isolation and biological activities

J Antibiot (Tokyo) 2002 Sep;55(9):794-800.PMID:12458768DOI:10.7164/antibiotics.55.794.

Four new members of the phenazine family, endophenazines A-D, and the already known phenazine-1-carboxylic acid (Tubermycin B) were detected in the culture broth of various endosymbiotic Streptomyces anulatus strains by chemical screening in a combination of TLC-staining reagents and HPLC-diode array analysis. The endosymbiotic strains were isolated from four different arthropod hosts at various sites. The new phenazine compounds showed antimicrobial activities against Gram-positive bacteria and some filamentous fungi, and herbicidal activity against Lemna minor (duckweed).

Fatty acids enhanced tubermycin production by Pseudomonas strain 2HS

Microbios 2000;102(401):27-38.PMID:10817518doi

A new microbial isolate, Pseudomonas 2HS, produced trace amounts of a greenish-yellow pigment when grown aerobically in a 1% yeast extract medium at 30 degrees C and shaken at 250 rpm for 5 days. In contrast, cells produced more greenish-yellow pigment (2.16 mg/15 ml culture) when grown in the presence of 0.5% 12-hydroxyoctadecanoic acid (w/v). The greenish-yellow pigment was identified as phenazine-1-carboxylic acid (Tubermycin B), and the Pseudomonas 2HS was identified as P. aeruginosa 2HS. This is the first report that 12-hydroxyoctadecanoic, ricinoleic and other fatty acids can enhance the production of phenazine-1-carboxylic acid by a Pseudomonas species.

Metabolites of microorganisms. 247. Phenazines from Streptomyces antibioticus, strain Tü 2706

J Antibiot (Tokyo) 1988 Nov;41(11):1542-51.PMID:3058669DOI:10.7164/antibiotics.41.1542.

From a strain of Streptomyces antibioticus seven yellow phenazines were isolated. The antibacterially most active antibiotic was identified as (-)-saphenamycin, a second one with compound DC-86-Y (saphenic acid). Three compounds were new: Saphenic acid methyl ether, 6-acetylphenazine-1-carboxylic acid and an inseparable mixture of fatty acid esters of saphenic acid. Two simple phenazines were phenazine-1-carboxylic acid (Tubermycin B) and unsubstituted phenazine, which was isolated for the first time from a microorganism.