N-Acetylglucosamine (GlcNAc) is an amide derivative of the monosaccharide glucose. It is a secondary amide between glucosamine and acetic acid. It is significant in several biological systems.
It is part of a biopolymer in the bacterial cell wall, which is built from alternating units of GlcNAc and N-acetylmuramic acid (MurNAc), cross-linked with oligopeptides at the lactic acid residue of MurNAc. This layered structure is called peptidoglycan (formerly called murein).
A cell wall is a structural layer that surrounds some cell types, found immediately outside the cell membrane. It can be tough, flexible, and sometimes rigid. Primarily, it provides the cell with structural support, shape, protection, and functions as a selective barrier. Another vital role of the cell wall is to help the cell withstand osmotic pressure and mechanical stress. While absent in many eukaryotes, including animals, cell walls are prevalent in other organisms such as fungi, algae and plants, and are commonly found in most prokaryotes, with the exception of mollicute bacteria.
The composition of cell walls varies across taxonomic groups, species, cell type, and the cell cycle. In land plants, the primary cell wall comprises polysaccharides like cellulose, hemicelluloses, and pectin. Often, other polymers such as lignin, suberin or cutin are anchored to or embedded in plant cell walls. Algae exhibit cell walls composed of glycoproteins and polysaccharides, such as carrageenan and agar, distinct from those in land plants. Bacterial cell walls contain peptidoglycan, while archaeal cell walls vary in composition, potentially consisting of glycoprotein S-layers, pseudopeptidoglycan, or polysaccharides. Fungi possess cell walls constructed from the polymer chitin, specifically N-acetylglucosamine. Diatoms have a unique cell wall composed of biogenic silica.
Pseudopeptidoglycan (also known as pseudomurein; PPG hereafter) is a major cell wall component of some Archaea that differs from bacterial peptidoglycan in chemical structure, but resembles bacterial peptidoglycan in function and physical structure. Pseudopeptidoglycan, in general, is only present in a few methanogenic archaea. The basic components are N-acetylglucosamine and N-acetyltalosaminuronic acid (bacterial peptidoglycan containing N-acetylmuramic acid instead), which are linked by β-1,3-glycosidic bonds.
Lysozyme, a host defense mechanism present in human secretions (e.g. saliva and tears) breaks β-1,4-glycosidic bonds to degrade peptidoglycan. However, because pseudopeptidoglycan has β-1,3-glycosidic bonds, lysozyme is ineffective. It was thought from these large differences in cell wall chemistry that archaeal cell walls and bacterial cell walls have not evolved from a common ancestor but are only the result of a convergent evolution, but recent structural work has revealed deeper homology.
A cell wall is a structural layer that surrounds some cell types, found immediately outside the cell membrane. It can be tough, flexible, and sometimes rigid. Primarily, it provides the cell with structural support, shape, protection, and functions as a selective barrier. Another vital role of the cell wall is to help the cell withstand osmotic pressure and mechanical stress. Cell walls are found in most prokaryotes, with the exception of mollicute bacteria. Among the eukaryotes, cells walls are prevalent in fungi, algae and plants but absent from animals and many other taxa.
The composition of cell walls varies across taxonomic groups, species, cell type, and the cell cycle. In land plants, the primary cell wall comprises polysaccharides like cellulose, hemicelluloses, and pectin. Often, other polymers such as lignin, suberin or cutin are anchored to or embedded in plant cell walls. Algae exhibit cell walls composed of glycoproteins and polysaccharides, such as carrageenan and agar, distinct from those in land plants. Bacterial cell walls contain peptidoglycan, while archaeal cell walls vary in composition, potentially consisting of glycoprotein S-layers, pseudopeptidoglycan, or polysaccharides. Fungi possess cell walls constructed from the polymer chitin, specifically N-acetylglucosamine. Diatoms have a unique cell wall composed of biogenic silica.