Excretion of a phosphorus-containing carbohydrate by Streptomyces sp. A50

Dafna Ben-Bashat, Yael Meller, Yair Aharonowitz, David Gutnick, Shmuel Carmeli, Gil Navon*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


A new phosphorus-containing compound (1) was detected by 31P NMR spectroscopy in Streptomyces sp. A50. Compound 1, 1(α)-O-methyl-2-(N-acetyl)glucoseamine-6-O-phosphate-1(α)- 2-(N-acetyl)glucosamine, exhibited a pKa value around zero. The compound was found both in the extracellular culture broth and in the cells. While very low. concentrations of 1 were found in the culture broth of other species of Streptomyces, its presence in high concentrations was specific to Streptomyces sp. A50. The highly acidic compound was isolated from the broth, and its structure was elucidated by a combination of 1D-, 2D-homonuclear, and inverse heteronuclear NMR techniques and mass spectroscopy.

Original languageEnglish
Pages (from-to)1538-1540
Number of pages3
JournalJournal of Natural Products
Issue number12
StatePublished - Dec 2001


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