Kangiella japonica KMM 3897 is a Gram-negative bacterium isolated from a coastal sea-water sample of the Sea of Japan. In this paper, the results about the structure and the antiproliferative effect on cancer cells of the capsular polysaccharide isolated from the Kangiella japonica KMM 3897 have been described. The carbohydrate polymer was isolated and purified by several separation techniques, and the structure was elucidated using chemical analysis and NMR spectroscopy. The following structure of the sulfated capsular polysaccharide, containing 2-amino-2-deoxy-D-mannuronic acid was established: The capsular polysaccharide exerted a selective antiproliferative effect and suppressed the colony formation of T-47D cells.

structure, capsular polysaccharide, Marine bacteria, sulfate, Antiproliferative activity, breast cancer, Kangiella japonica, T-47D

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4,4,2	Ac	174.4-175.6	23.2-23.5
4,4,4	S
4,4,6	S
4,4	aDGlcpN	97.3	53.9	76.5	75.3	69.7	67.6
4,3	Ac	174.3	21.9
4	bDManpNA	100.2	55.4	77.0	71.8	77.2	175.1
2	Ac	174.4-175.6	23.2-23.5
	bDGlcpN	102.3	56.7	73.0	80.1	74.8	61.4


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
4,4,2	Ac	-	1.97-2.02
4,4,4	S
4,4,6	S
4,4	aDGlcpN	5.21	4.02	4.01	4.28	4.04	4.29-4.33
4,3	Ac	-	2.07
4	bDManpNA	4.96	3.99	5.01	4.14	3.91	-
2	Ac	-	1.97-2.02
	bDGlcpN	4.52	3.63	3.80	3.74	3.43	3.75-3.91


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
4,4,2	Ac		23.2-23.5/1.97-2.02
4,4,4	S
4,4,6	S
4,4	aDGlcpN	97.3/5.21	53.9/4.02	76.5/4.01	75.3/4.28	69.7/4.04	67.6/4.29-4.33
4,3	Ac		21.9/2.07
4	bDManpNA	100.2/4.96	55.4/3.99	77.0/5.01	71.8/4.14	77.2/3.91	
2	Ac		23.2-23.5/1.97-2.02
	bDGlcpN	102.3/4.52	56.7/3.63	73.0/3.80	80.1/3.74	74.8/3.43	61.4/3.75-3.91

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

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

783.693 g/mol (C₂₄H₃₇R₂N₃O₂₂S₂, R = next and previous repeats, not counted in mol weight)

Kangiella japonica KMM 3897 is a Gram-negative bacterium isolated from a coastal sea-water sample of the Sea of Japan. In this paper, the results about the structure and the antiproliferative effect on cancer cells of the capsular polysaccharide isolated from the Kangiella japonica KMM 3897 have been described. The carbohydrate polymer was isolated and purified by several separation techniques, and the structure was elucidated using chemical analysis and NMR spectroscopy. The following structure of the sulfated capsular polysaccharide, containing 2-amino-2-deoxy-D-mannuronic acid was established: The capsular polysaccharide exerted a selective antiproliferative effect and suppressed the colony formation of T-47D cells.

structure, capsular polysaccharide, Marine bacteria, sulfate, Antiproliferative activity, breast cancer, Kangiella japonica, T-47D

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4,4,2	Ac	175.2-175.7	23.4-23.6
4,4,4	S
4,4,6	S
4,4	aDGlcpN	96.6	54.1	76.7	75.8	69.8	68.2
4	bDManpNA	101.3	57.0	73.3	73.3	75.4	173.5
2	Ac	175.2-175.7	23.4-23.6
	bDGlcpN	102.4	56.5	73.3	80.7	74.9	61.6


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
4,4,2	Ac	-	2.00-2.11
4,4,4	S
4,4,6	S
4,4	aDGlcpN	5.33	4.04	4.03	4.25	4.04	4.25-4.37
4	bDManpNA	4.91	3.79	3.97	3.84	3.94	-
2	Ac	-	2.00-2.11
	bDGlcpN	4.55	3.66	3.85	3.66	3.46	3.80-3.94


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
4,4,2	Ac		23.4-23.6/2.00-2.11
4,4,4	S
4,4,6	S
4,4	aDGlcpN	96.6/5.33	54.1/4.04	76.7/4.03	75.8/4.25	69.8/4.04	68.2/4.25-4.37
4	bDManpNA	101.3/4.91	57.0/3.79	73.3/3.97	73.3/3.84	75.4/3.94	
2	Ac		23.4-23.6/2.00-2.11
	bDGlcpN	102.4/4.55	56.5/3.66	73.3/3.85	80.7/3.66	74.9/3.46	61.6/3.80-3.94

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

[*]O[C@H]1[C@H](OS(=O)(=O)O)[C@@H](COS(=O)(=O)O)O[C@H](O[C@@H]2[C@@H](C(=O)O)O[C@@H](O[C@@H]3[C@@H](CO)O[C@@H]([*])[C@H](NC(C)=O)[C@H]3O)[C@@H](N)[C@H]2O)[C@@H]1NC(C)=O

741.656 g/mol (C₂₂H₃₅R₂N₃O₂₁S₂, R = next and previous repeats, not counted in mol weight)

Kangiella japonica KMM 3897 is a Gram-negative bacterium isolated from a coastal sea-water sample of the Sea of Japan. In this paper, the results about the structure and the antiproliferative effect on cancer cells of the capsular polysaccharide isolated from the Kangiella japonica KMM 3897 have been described. The carbohydrate polymer was isolated and purified by several separation techniques, and the structure was elucidated using chemical analysis and NMR spectroscopy. The following structure of the sulfated capsular polysaccharide, containing 2-amino-2-deoxy-D-mannuronic acid was established: The capsular polysaccharide exerted a selective antiproliferative effect and suppressed the colony formation of T-47D cells.

structure, capsular polysaccharide, Marine bacteria, sulfate, Antiproliferative activity, breast cancer, Kangiella japonica, T-47D

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4,4,2	Ac	174.9-175.6	23.2-23.5
4,4	aDGlcpN	98.6	53.8	79.6	69.1	72.8	61.3
4	bDManpNA	100.4	54.6	73.6	74.8	76.9	176.6
2	Ac	174.9-175.6	23.2-23.5
	bDGlcpN	102.3	56.7	73.0	80.0	75.5	61.3


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
4,4,2	Ac	-	1.98-2.08
4,4	aDGlcpN	5.24	3.96	3.83	3.55	3.74	3.79-3.85
4	bDManpNA	4.93	4.50	4.05	3.85	3.94	-
2	Ac	-	1.98-2.08
	bDGlcpN	4.54	3.67	3.67	3.69	3.50	3.75-3.89


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
4,4,2	Ac		23.2-23.5/1.98-2.08
4,4	aDGlcpN	98.6/5.24	53.8/3.96	79.6/3.83	69.1/3.55	72.8/3.74	61.3/3.79-3.85
4	bDManpNA	100.4/4.93	54.6/4.50	73.6/4.05	74.8/3.85	76.9/3.94	
2	Ac		23.2-23.5/1.98-2.08
	bDGlcpN	102.3/4.54	56.7/3.67	73.0/3.67	80.0/3.69	75.5/3.50	61.3/3.75-3.89

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

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

581.528 g/mol (C₂₂H₃₅R₂N₃O₁₅, R = next and previous repeats, not counted in mol weight)