The pyrostatins A and B do not inhibit N-acetyl-ß-D-glucosaminidase

Figures & data

Figure 1.  Structure of ectoine and 5-hydroxyectoine

Figure 2.  Lineweaver-Burk plots for inhibition of N-acetyl-ß-D-glucosaminidase by 2-acetamido-2-deoxy-D-glucono-1,5-lactone at different concentrations; 0 μM (▪), 0.11 μM (

), 1.1 μM (

). Each data point shows the mean value of five independent measurements.

Figure 3.  Lineweaver-Burk plots for inhibition of N-acetyl-ß-D-glucosaminidase by ectoine and 5-hydroxyectoine; blank (▪), 210 μM ectoine (

), 210 μM 5-hydroxyectoine (

). Each data point shows the mean value of five independent measurements.

Table 1.  Comparison of ¹H-NMR data of ectoine [11] and pyrostatin B [1]

δ/ppm Ectoine	δ/ppm Pyrostatin B	Mult.	Proton	Int.	^xJy,zEctoine	^xJy,zPyrostatin B
2.11	2.13	m	5	2H	-	-
2.22	2.24	s	7	3H	-	-
3.28	3.30	ddd	6	1H	13.5; 8.4; 4.8	14.0; 8.6; 5.0
3.44	3.46	ddd	6	1H	13.5; 5.4; 5.4	14.0; 5.6; 5.6
4.06	4.07	dd	4	1H	5.4; 5.4	5.6; 5.6

Table 2.  Comparison of ¹³C-NMR data of ectoine [11] and pyrostatin B [1]

δ/ppm Ectoine (Lit)	δ/ppm Pyrostatin B (Lit)	Mult.	Carbon
19.1	18.9	CH3	7
23.6	22.1	CH2	5
38.0	38.0	CH2	6
53.6	53.9	CH	4
161.5	161.2	Cq	2
177.0	177.4	Cq	8

Galinski EA, Pfeiffer HP, Truper HG. 1,4,5,6-Tetrahydro-2-methyl-4-pyrimidinecarboxylic acid. A novel cyclic amino acid from halophilic phototrophic bacteria of the genus Ectothiorhodospira. Eur J Biochem (1985);149:135–139.

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Aoyama T, Koyima F, Imada C, Muraoka Y, Naganawa H, Okami Y, Takeuchi T, Aoyagi T. Pyrostatins A and B, new inhibitors of N-acetyl-beta-D-glucosaminidase, produced by Streptomyces sp.SA-3501. J Enz Inhib (1995);8:223–32.

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