1397-77-9 Usage
Description
Actinorhodin is a benzoisochromanequinone polyketide antibiotic produced by Streptomyces coelicolor, belonging to the class of aromatic polyketides synthesized by type II PKSs. It is characterized by its ability to act as a pH indicator, turning red below pH 8.5 and blue above.
Uses
Used in Pharmaceutical Industry:
Actinorhodin is used as an antibiotic agent for its antimicrobial properties, exhibiting activity against various bacteria and potentially serving as a promising candidate for the development of new antibiotics.
Used in Chemical Industry:
Actinorhodin is used as a pH indicator due to its color-changing properties in response to different pH levels, making it useful in various chemical applications and experiments.
Used in Research and Development:
Actinorhodin serves as a bacterial metabolite and is involved in the study of Streptomyces coelicolor and its biosynthetic pathways, contributing to the understanding of type II PKSs and the development of novel compounds with potential applications in various fields.
Check Digit Verification of cas no
The CAS Registry Mumber 1397-77-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,3,9 and 7 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1397-77:
(6*1)+(5*3)+(4*9)+(3*7)+(2*7)+(1*7)=99
99 % 10 = 9
So 1397-77-9 is a valid CAS Registry Number.
InChI:InChI=1/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,41-44H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
1397-77-9Relevant articles and documents
Epoxyquinone formation catalyzed by a two-component flavin-dependent monooxygenase involved in biosynthesis of the antibiotic actinorhodin
Taguchi, Takaaki,Okamoto, Susumu,Hasegawa, Kimiko,Ichinose, Koji
, p. 2767 - 2773 (2011)
The biosynthetic gene cluster of the aromatic polyketide antibiotic actinorhodin (ACT) in Streptomyces coelicolor A3(2) carries a pair of genes, actVA-ORF5 and actVB, that encode a two-component flavin-dependent monooxygenase (FMO). Our previous studies have demonstrated that the ActVA-ORF5/ActVB system functions as a quinone-forming C-6 oxygenase in ACT biosynthesis. Furthermore, we found that this enzyme system exhibits an additional oxygenation activity with dihydrokalafungin (DHK), a proposed intermediate in the ACT biosynthetic pathway, and generates two reaction products. These compounds were revealed to be monooxygenated derivatives of kalafungin, which is spontaneously formed through oxidative lactonization of DHK. Their absolute structures were elucidated from their NMR spectroscopic data and by computer modeling and X-ray crystallography as (5S,14R)-epoxykalafungin and (5R,14S)-epoxykalafungin, demonstrating an additional epoxyquinone-forming activity of the ActVA-ORF5/ActVB system in vitro.