Streptomyces erythraeus

Flurithromycin (120), a fluorinated erythromycin macrolide, has been isolated from a mutant strain of Streptomyces erythraeus. It shows antibacterial activity against Streptococcus pneumoniae (MIC 0.0015-... 

The microbial glycosidation of (8S)-8-fluoro erythronolides were investigated by the same research group. Fluorinated erythronolides A (46) and B (47) were added into the fermentation broth of Streptomyces erythraeus ATCC 31772, a blocked mutant in EM biosynthesis (Scheme 6). In this procedure, (85 )-8-fluoro... 

Dhillon, N., Hale, R. S., Cortes, J., and Leadlay, P. F. (1989). Molecular characterization of a gene from Saccharopolyspora erythraea (Streptomyces erythraeus) which is involved in erythromycin biosynthesis. Mol. Microbiol. 3, 1405-1414. 

International free name for the main component (E. A, erythrocin) of the mixtures of 14-membered macro-lide antibiotics formed by Saccharopolyspora ery-thraea (previously Streptomyces erythraeus). The sugar building blocks of E. A are a-L-cladinose, the 3-0-methyl ether of L- mycarose, and the amino sugar /S-D-desosamine. The sugars are necessary for the antibacterial activity. A 9,12-hemiketal is readily formed in the lactone ring. 

Preliminary crystallographic data for lysozyme produced by Streptomyces erythraeus shows that crystals of the enzyme are orthorhombic, space group P2i2i2i with unit cell dimensions a = 50.01 A, b = 61.98 A, and c = 67.85 A and one molecule (mol. wt. approx. 1.85 X 10 ) per asymmetric unit. ... 

C36H65NO13 719.908 Minor metab. of Streptomyces erythraeus. Cryst. (MejCO). Sol. MeOH, C H fairly sol. hexane poorly sol. H2O. 

C36H65NO13 719.908 Prod, by Streptomyces erythraeus. Broad-spectrum antibiotic. Needles (CHCI3). 

Erythromycins. A shunt metabolite of erythromycin biosynthesis has been isolated from the ferQientation broth of a block mutant of Streptomyces erythraeus, and structure (107) was determined for the compound... 

Angolamycin (Shincomycin A). The aglycone of angolamycin from Streptomyces erythraeus has been shown by mass spectrometry to possess structure (109). This structure is closely similar to that determined earlier for the aglycone of tylosin, viz. (110). ... 

Erythromycin is a macrolide antibiotic isolated from Streptomyces erythraeus. It has a similar spectmm of activity to that of the early penicillins and was therefore often used as a substimte in patients who displayed life-threatening penicillin allergies. Erythromycin is a base, where the aliphatic tertiary amino group has a pKa of 8.8. Despite this, oral preparations are difficult to formulate because the tertiary alcohols at the 6 and 12 positions cause instability in stomach add. As with many tertiary alcohols in strong add, the C-OH bond can break to form highly reactive carbonium ions, in this case at dther the 6 or 12 positions. An intramolecular cydisation via the carbonyl oxygen at C-10 with the electrophilic carbonium ions results in formation of the inactive eiythralosamine (Fig. 8.15). 

---