Antibiotic A 9145C

Antibiotic A 9145C

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Category Antibiotics
Catalog number BBF-03050
CAS 66753-47-7
Molecular Weight 379.37
Molecular Formula C15H21N7O5

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Description

It is a nucleoside antibiotic produced by the strain of Streptomyces griseolus (NRRL 3739). It has the effect against plant pathogenic fungi, candida, Pasteur's yeast and trypanosome.

Specification

Synonyms Dehydrosinefungin; Antibiotic SF 1306A; A 9145C; 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-Dec-4-enofuranuronic acid
IUPAC Name (2S,5S,6E)-2,5-diamino-6-[(3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylidene]hexanoic acid
Canonical SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(=CC(CCC(C(=O)O)N)N)O3)O)O)N
InChI InChI=1S/C15H21N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h3-7,10-11,14,23-24H,1-2,16-17H2,(H,25,26)(H2,18,19,20)/b8-3+/t6-,7-,10+,11+,14+/m0/s1
InChI Key YNKCTZQHSHSLNN-XVIGKWCNSA-N

Properties

Antibiotic Activity Spectrum Fungi; Parasites; Yeast
Boiling Point 819.9°C at 760 mmHg
Density 1.90 g/cm3
Solubility Soluble in Water; Slightly soluble in Methanol, Ethanol; Insoluble in other organic solvents

Reference Reading

1. Antifungal antibiotics and Siba inhibit 1-aminocyclopropane-1-carboxylic acid synthase activity
I Icekson, A Apelbaum Biochem Biophys Res Commun. 1983 Jun 15;113(2):586-91. doi: 10.1016/0006-291x(83)91766-7.
The antifungal antibiotics Sinefungin and A9145C isolated from Streptomyces griseolus and the synthetic nucleoside Siba, which are analogs of S-adenosylmethionine, inhibit the activity of 1-aminocyclopropane 1-carboxylic acid synthase from tomato fruits. Sinefungin and Siba were shown to be more potent inhibitors than A9145C. In extracts of green fruits, the enzyme activity was inhibited by Sinefungin with an I50 of 1 microM, which was similar to that caused by aminoethoxyvinylglycine, and by Siba with an I50 of 100 microM; in extracts from red tomatoes, the I50's were 25 microM and 100 microM, respectively. The inhibition of ACC synthase by these analogs could be reversed by gel filtration chromatography.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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