N-Acetyltalosaminuronic acid

N-Acetyltalosaminuronic acid

Names
IUPAC name 2-Acetamido-2-deoxy-α-L-talopyranuronic acid
Systematic IUPAC name (2R,3S,4S,5R,6R)-5-Acetamido-3,4,6-trihydroxyoxane-2-carboxylic acid
Other names Talanac; α-L-N-Acetyltalosaminuronic acid; α-L-2-N-Acetylamino-2-desoxytaluronic acid; α-L-Talopyranuronic acid, 2-(acetylamino)-2-deoxy-, (5Z,11α,13E,15S)-; NAT
Identifiers
CAS Number	90319-06-5  Y
3D model (JSmol)	Interactive image Interactive image Interactive image
ChEBI	CHEBI:85106  N
ChemSpider	21106455  Y
MeSH	acid N-acetyltalosaminuronic acid
PubChem CID	146155
UNII	V3WF9VU8DS  Y
CompTox Dashboard (EPA)	DTXSID70238090
InChI InChI=1S/C8H13NO7/c1-2(10)9-3-4(11)5(12)6(7(13)14)16-8(3)15/h3-6,8,11-12,15H,1H3,(H,9,10)(H,13,14)/t3-,4+,5+,6-,8-/m0/s1 Y Key: KSOXQRPSZKLEOR-FPJCOBNTSA-N Y InChI=1/C8H13NO7/c1-2(10)9-3-4(11)5(12)6(7(13)14)16-8(3)15/h3-6,8,11-12,15H,1H3,(H,9,10)(H,13,14)/t3-,4+,5+,6-,8-/m0/s1 Key: KSOXQRPSZKLEOR-FPJCOBNTBW
SMILES O[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@@H]1NC(C)=O)C(O)=O O[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@@H]1NC(C)=O)C(O)=O CC(=O)N[C@@H]1[C@@H]([C@@H]([C@@H](O[C@H]1O)C(=O)O)O)O
Properties
Chemical formula	C8H13NO7
Molar mass	235.19132 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

N-Acetyltalosaminuronic acid is a uronic acid. ^[1] It is a component of pseudopeptidoglycan, a structural polymer found in the cell walls in some types of Archaea. In archaea, the beta-1,3-glycosidic bond links N-acetylglucosamine (NAG) and N-acetyltalosaminuronic (NAT) acid in pseudomurein, providing resistance to lysozyme.

References

1. Konig, Helmut; Kandler, Otto (1979). "N-Acetyltalosaminuronic acid a constituent of the pseudomurein of the genus Methanobacterium" . Archives of Microbiology. 123 (3): 295–299. doi:10.1007/BF00406664. ISSN   0302-8933 . Retrieved 2025-09-03.