4-(N-Acetylglycyl)amino-4,6-dideoxy-d-glucose has been identified as a component of the Shigella dysenteriae type 7 O-specific polysaccharide, in addition to the previously reported 2-acetamido-2-deoxy-d-glucose and 2-acetamido-2-deoxy-d-galacturonic acid. On the basis of selective cleavage with anhydrous hydrogen fluoride and analysis by 1H- and 13C-n.m.r. spectroscopy and f.a.b.-mass spectrometry, it was concluded that the tetrasaccharide repeating-unit of the polysaccharide has the following structure: [formula; see text] where d-GalNAcAN is 2-acetamido-2-deoxy-d-galacturonamide and d-Qui4N is 4-amino-4,6-dideoxy-d-glucose.

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3,3,4,2	Ac	172.3-176.1	22.8-23.6
3,3,4,3	Ac	172.3-176.1	21.3-21.4
3,3,4,6	NH2
3,3,4	aDGalpNA	99.8	48.9	71.9	76.7	72.1	172.3-176.1
3,3,2	Ac	172.3-176.1	22.8-23.6
3,3	aDGalpNA	99.9	50.9	67.9	78.4	72.1	172.3-176.1
3,2	Ac	172.3-176.1	22.8-23.6
3	aDGlcpN	97.9	53.3	79.4	71.9	72.7	61.4
4,2	Ac	172.3-176.1	22.8-23.6
4	xXGly	172.3-176.1	44.1
	bDQuip4N	104.7	74.0	80.0	57.8	72.1	17.7


1H NMR data:
missing...

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

*O[C@H]1[C@@H](C(N)=O)O[C@H](O[C@H]2[C@@H](C(=O)O)O[C@H](O[C@H]3[C@H](O)[C@@H](CO)O[C@H](O[C@@H]4[C@@H](O)[C@H](*)O[C@H](C)[C@H]4NC(=O)CNC(C)=O)[C@@H]3NC(C)=O)[C@H](NC(C)=O)[C@H]2O)[C@H](NC(C)=O)[C@H]1OC(C)=O

922.848 g/mol (C₃₆H₅₄R₂N₆O₂₂, R = next and previous repeats, not counted in mol weight)