N-acetylmuramic acid: Difference between revisions
added n-acetylmuramic acid page |
Cleaned up the references. |
||
| Line 1: | Line 1: | ||
N-acetylmuramic acid (systematic name: 2-Acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose)<ref>CSID:4575341, http://www.chemspider.com/Chemical-Structure.4575341.html (accessed 10:58, Nov 30, 2017)</ref>, | N-acetylmuramic acid (systematic name: 2-Acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose)<ref>CSID:4575341, http://www.chemspider.com/Chemical-Structure.4575341.html (accessed 10:58, Nov 30, 2017)</ref>, along with [[N-acetylglucosamine|N-acetylglucosamine]], act as subunits to the [[Peptidoglycan|peptidoglycan]] cell walls in gram positive and negative bacteria. In the biosynthesis of the cell wall, the N-acetylmuramic acid (MurNAc) and N-acetylglucosamine (GlcNAc) alternates when the units are cross-linked to the existing peptidoglycan layer<ref>Jean van Heijenoort; Formation of the glycan chains in the synthesis of bacterial peptidoglycan, Glycobiology, Volume 11, Issue 3, 1 March 2001, Pages 25R–36R</ref>. The synthesis of N-acetylmuramic acid occurs in two stages. In the first step, N-acetylglucosamine reacts with phosphoenolpyruvate and in an addition reaction, the enolpyruvate from phosphoenolpyruvate is attached to N-acetylglucosamine. This step is catalysed by transferase MurA to produce N-aminoglucosamine-enolpyruvate. In the second stage, enolpyruvate in N-aminoglucosamine-enolpyruvate is reduced by reductase MurB and NADPH to convert N-aminoglucosamine-enolpyruvate to N-acetylmuramic acid<ref>https://doi.org/10.1016/B978-0-12-374546-0.00016-X</ref>. | ||
=== References === | |||
<references /> | |||
Latest revision as of 13:09, 30 November 2017
N-acetylmuramic acid (systematic name: 2-Acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose)[1], along with N-acetylglucosamine, act as subunits to the peptidoglycan cell walls in gram positive and negative bacteria. In the biosynthesis of the cell wall, the N-acetylmuramic acid (MurNAc) and N-acetylglucosamine (GlcNAc) alternates when the units are cross-linked to the existing peptidoglycan layer[2]. The synthesis of N-acetylmuramic acid occurs in two stages. In the first step, N-acetylglucosamine reacts with phosphoenolpyruvate and in an addition reaction, the enolpyruvate from phosphoenolpyruvate is attached to N-acetylglucosamine. This step is catalysed by transferase MurA to produce N-aminoglucosamine-enolpyruvate. In the second stage, enolpyruvate in N-aminoglucosamine-enolpyruvate is reduced by reductase MurB and NADPH to convert N-aminoglucosamine-enolpyruvate to N-acetylmuramic acid[3].
References
- ↑ CSID:4575341, http://www.chemspider.com/Chemical-Structure.4575341.html (accessed 10:58, Nov 30, 2017)
- ↑ Jean van Heijenoort; Formation of the glycan chains in the synthesis of bacterial peptidoglycan, Glycobiology, Volume 11, Issue 3, 1 March 2001, Pages 25R–36R
- ↑ https://doi.org/10.1016/B978-0-12-374546-0.00016-X