Longicatenamides A–D, Two Diastereomeric Pairs of Cyclic Hexapeptides Produced by Combined-culture of Streptomyces sp. KUSC_F05 and Tsukamurella pulmonis TP-B0596

A bioprocess perspective on the production of secondary metabolites by Streptomyces in submerged co-cultures

“…NZ-6 Tsukamurella pulmonis TP-B0596 Glucose, glycerol, soluble starch, Pharmamedia, yeast extract, HP-20 7.0 500-ml baffled Erlenmeyer flask Shaking at 160 rpm; temperature 30 °C Vegetative cells Co-inoculation of sterile medium In preculture broth Hoshino et al ( 2015b ) Chojalactones A-C Induced Streptomyces sp. CJ-5 Tsukamurella pulmonis TP-B0596 Glucose, glycerol, soluble starch, Pharmamedia, yeast extract, HP-20 7.0 500-ml baffled Erlenmeyer flask Shaking at 160 rpm; temperature 30 °C Vegetative cells Co-inoculation of sterile medium In preculture broth Hoshino et al ( 2015c ) Arcyriaflavin A; BE-13793C; arcyriaflavin E Arcyriaflavin A and E—induced; BE-13793C—enhanced Streptomyces cinnamoneus NBRC 13823 Tsukamurella pulmonis TP-B0596 Glucose, glycerol, soluble starch, Pharmamedia, yeast extract, HP-20 7.0 500-ml baffled Erlenmeyer flask Shaking at 160 rpm; temperature 30 °C Vegetative cells Co-inoculation of sterile medium In preculture broth Jiang et al ( 2021 ) Longicatenamides A–D Induced Streptomyces sp . KUSC_F0 Tsukamurella pulmonis TP-B0596 Oatmeal, glucose, dextrin, fish meal, molasses, Pharmamedia, ebios, CaCO 3 Not specified 500-ml Erlenmeyer flask Shaking at 150 rpm; temperature 28 °C Vegetative cells Co-inoculation of sterile medium In preculture broth Khalil et al ( 2019 ...…”

“…In most reports, however, volume ratios other than 1:1 were used. For example, in a series of experiments involving the so-called “combined cultures” of Streptomyces with mycolic acid-containing bacteria (Hoshino 2015a , 2015b , 2015c ; Jiang et al 2021 ; Onaka 2011 ; Sugiyama et al 2015 , 2016 ), the authors typically used the volume ratio of 3 ml/1 ml (producer/partner) to inoculate 100 ml of sterile medium. In the studies involving the alternative strategy, namely the combination of precultures, the broad range of volume ratios was also reported, from 1:1 vol/vol (Yu et al 2019 ) to 1000:1 vol/vol (Cho and Kim 2012 ).…”

NMR characterization of streptogramin B and L‐156,587, a non‐synergistic pair of the streptogramin family antibiotic complexes produced inductively by a combined culture of Streptomyces albogriseolus and Tsukamurella pulmonis

“…[ 5 ] Application of this technique to the culture of actinomycetes led to the discovery of alchivemycin A, [ 6 ] dracolactams A and B, [ 7 ] arcyriaflavin E, [ 8 ] chojalactones A–C, [ 9 ] 5‐alkyl‐1,2,3,4‐tetrahydroquinolines, [ 10 ] niizalactams A–C, [ 11 ] streptoaminals, [ 12 ] umezawamides, [ 13 ] mirilactams C–E, [ 14 ] desferrioxamines I 2a , I 1a , and I 1b , [ 15 ] catenulobactins A and B, [ 16 ] saccharothriolide C2, [ 17 ] amycolapeptins A and B, [ 18 ] and longicatenamides A–D. [ 19 ] In the course of our continuing attempt to discover new secondary metabolites by this culture method, an inductive production of antibacterial component(s) against Bacillus subtilis ATCC 6633 and Streptomyces lividans TK23 was found in strain HEK740, which was isolated from one of the soil samples collected in Hegura‐jima Island, located to the north of Noto Peninsula, central Japan, and identified as Streptomyces albogriseolus . Activity‐guided purification resulted in the isolation of streptogramin B ( 1 ), synonymously called mikamycin IA, PA 114 B1, pristinamycin IA, vernamycin Bα, or ostreogrycin B, [ 20 ] together with a non‐synergistic counterpart, L‐156,587 ( 2 ), previously discovered as a significantly less active congener of streptogramin A (virginiamycin M, 3 ) [ 21 ] (Figure 1).…”

Identification and Total Synthesis of an Unstable Anticancer Macrolide Presaccharothriolide Z Produced by Saccharothrix sp. A1506

“…Recently, inspired by the structural elucidation of the scarce natural products yaku’amides A and B, we chemically synthesized several highly sensitive labeling reagents, which can be powerful tools for the study of scarce natural products (Figure ). The reagents FDVDA and FDLDA, which have become commercially available, are of value in the structural determination of not only peptidic natural products but also the highly isomerizable synthetic compounds . Moreover, the cysteine-based reagents have also been synthesized for the highly sensitive discrimination of saccharides and for reactivity-guided isolation, respectively.…”