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

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

doi:10.1021/np010181y

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

Tel Aviv University

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

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 pK_a 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 language	English
Pages (from-to)	1538-1540
Number of pages	3
Journal	Journal of Natural Products
Volume	64
Issue number	12
DOIs	https://doi.org/10.1021/np010181y
State	Published - Dec 2001

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abstract = "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.",

author = "Dafna Ben-Bashat and Yael Meller and Yair Aharonowitz and David Gutnick and Shmuel Carmeli and Gil Navon",

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AU - Ben-Bashat, Dafna

AU - Meller, Yael

AU - Aharonowitz, Yair

AU - Gutnick, David

AU - Carmeli, Shmuel

AU - Navon, Gil

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N2 - 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.

AB - 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.

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

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