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. Author manuscript; available in PMC: 2020 Nov 5.
Published in final edited form as: Anal Chem. 2019 Oct 16;91(21):13528–13537. doi: 10.1021/acs.analchem.9b02620

Table 2.

Sulfated N-glycan structures derived from glycoproteins of urinary exosomes and detected by either MALDI-MS or LC-MS. Sulfated N-glycans were collected from the aqueous phase of permethylated N-glycans and analyzed with MALDI-MS in the positive ion mode with DHB as a matrix. In addition, reduced native N-glycans fractionated by ion exchange were analyzed with PGC-LC-MS, and some sulfated N-glycans were unequivocally confirmed through MS/MS. H = hexose, N = N-acetylhexosamine, F = deoxyhexose, S = sialic acid, and Su = sulfate group.

observed m/z MALDI-MS theoretical m/z MALDI-MS observed m/z LC-MS theoretical m/z LC-MS possible composition diagnostic fragment ions LC-MS tentative structure
1939.7462 (2Na+-H+) 1939.8793 773.3 (949.15*) 773.3 (948.46*) H3N4F1Su1 486.7, 1059.3, 1342.4 graphic file with name nihms-1052014-t0001.jpg
2143.8398 (2Na+-H+) 2143.9791 H4N4F1S1Su1 graphic file with name nihms-1052014-t0002.jpg
or
graphic file with name nihms-1052014-t0003.jpg
2173.8552 (2Na+-H+) 2173.9897 H5N4Su1 graphic file with name nihms-1052014-t0004.jpg
or
graphic file with name nihms-1052014-t0005.jpg
2348.9128 (2Na+-H+) 2348.0789 H5N4F1Su1 graphic file with name nihms-1052014-t0006.jpg
919.8
(2NH4+)		 902.3 H5N4Su2 445.6, 565.7, 789.9, 1358.3 graphic file with name nihms-1052014-t0007.jpg
2348.9128 (2Na+-H+) 2348.0789 H5N4F1Su1 graphic file with name nihms-1052014-t0008.jpg
2388.9534 (2Na+-H+) 2389.1054 1172.41* 1173.07* H4N5F1Su1 1434.60, 1523.02, 1536.72 graphic file with name nihms-1052014-t0009.jpg
2436.0403 (3Na+−2H+) 2436.0020 984.5
(NH4+)		 975.3 H5N4F1Su2 445.6, 607.8, 854.1, 1342.2 graphic file with name nihms-1052014-t0010.jpg
2477.0867 (3Na+−2H+) 2477.0285 1206.82* 1206.05* H4N5F1Su2 942.24, 1058.98, 1756.61 graphic file with name nihms-1052014-t0011.jpg
2517.8914 (3Na+−2H+) 2518.0551 H3N6F1Su2 graphic file with name nihms-1052014-t0012.jpg
2629.2751 (2Na+-H+) 2629.1358 1294.37* 1293.09* H4N5F2Su2 547.69, 778.89, 1059.85, 1655.25 graphic file with name nihms-1052014-t0013.jpg
1008.6 1007.8 H5N4S1Su1 365.6, 445.6, 656.9, 1358.3, 1569.3 graphic file with name nihms-1052014-t0014.jpg
1029.2** 1028.4 H4N4S1Su1 486.6, 656.9, 1569.4, 1852.1 graphic file with name nihms-1052014-t0015.jpg
1029.0** 486.7, 657.0, 882.6, 1569.3, graphic file with name nihms-1052014-t0016.jpg
2711.1006 (3Na+−2H+) 2711.1389 1094.5
(NH4+)		 1084.8 H6N5Su2 445.6, 973.2, 1196.2, 1803.1 graphic file with name nihms-1052014-t0017.jpg
2728.2505 (Na+) 2728.2971 1110.9**
(NH4+)		 1101.4 H4N4F1S1Su1 365.6, 656.9, 956.1 graphic file with name nihms-1052014-t0018.jpg
1110.8**
(NH4+)		 365.6, 657.0, 955.9, 1545.3
2670.2996 (3Na+−2H+) 2670.1123 H7N4Su2 graphic file with name nihms-1052014-t0019.jpg
2670.2996 (3Na+−2H+) 2670.1623 H3N6F2Su2 graphic file with name nihms-1052014-t0020.jpg
2758.2343 (Na+) 2758.3077 H5N5S1Su1 graphic file with name nihms-1052014-t0021.jpg
2824.3269 (Na+) 2824.2489 H5N5S1Su2 graphic file with name nihms-1052014-t0022.jpg
1191.5 1190.4 H6N5S1Su1 365.5, 445.6, 657.0, 968.3, 2014.2 graphic file with name nihms-1052014-t0023.jpg
1130.7 1129.9 H4N6S1Su1 656.9, 860.1, 1399.2, 2055.2 graphic file with name nihms-1052014-t0024.jpg
3166.3882
(Na+)		 3166.5072 H7N5SlSul graphic file with name nihms-1052014-t0025.jpg
3166.3882
(Na+)		 3166.3779 H6N5S2Su2 graphic file with name nihms-1052014-t0026.jpg
945.8
(NH4+, +3)		 939.7 (+3) H5N6F1S2Su1 445.4, 657.0, 1080.7, 1186.7 graphic file with name nihms-1052014-t0027.jpg
3066.5334 (2Na+-H+) 3066.4425 H4N7S1Su1 graphic file with name nihms-1052014-t0028.jpg
2880.3503 (Na+) 2880.4714 H4N6F3(Su) graphic file with name nihms-1052014-t0029.jpg
*

Sulfated N-glycans released through chloroform extraction after the permethylation step

**

Multiple peaks of the same possible composition were detected during chromatography