Abstract
Negative-ion fast atom bombardment tandem mass spectrometry has been used in the characterization of non-, mono-, di- and trisulfated disaccharides from heparin and heparan sulfate. The positional isomers of the sulfate group of monosulfated disaccharides were distinguished from each other by negative-ion fast atom bombardment tandem mass spectra, which provide an easy way of identifying the positional isomers. This fast atom bombardment collision induced dissociation mass spectrometry/mass spectrometry technique was also applied successfully to the characterization of di- and trisulfated disaccharides.
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Abbreviations
- FABMS:
-
fast atom bombardment mass spectrometry
- CID:
-
collision induced dissociation
- MIKE:
-
mass analysed ion kinetic energy
- MS/MS:
-
mass spectrometry/mass spectrometry
- HPLC:
-
high performance liquid chromatography
- ΔUA:
-
d-gluco-4-enepyranosyluronic acid
- CS:
-
chondroitin sulfate
- DS:
-
dermatan sulfate
- HA:
-
hyaluronan
- Hep:
-
heparin
- HS:
-
heparan sulfate
- ΔUA(1→4) GlcNAc:
-
2-acetamido-2-deoxy-4-O-(β-d-gluco-4-enepyranosyluronic acid)-d-glucose
- ΔUA(1→4)GlcNAc6S:
-
2-acetamido-2-deoxy-4-O-(β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA2S(1→4)GlcNAc:
-
2-acetamido-2-deoxy-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-d-glucose
- ΔUA2S(1→4)GlcNAc6S:
-
2-acetamido-2-deoxy-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA(1→4)GlcN6S:
-
2-amino-2-deoxy-4-O-(β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA2S(1→4)GlcN:
-
2-amino-2-deoxy-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-d-glucose
- ΔUA2S(1→4)GlcN6S:
-
2-amino-2-deoxy-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA(1→4)GlcNS:
-
2-deoxy-2-sulfamino-4-O-(β-d-gluco-4-enepyranosyluronic acid)-d-glucose
- ΔUA(1→4)GlcNS6S:
-
2-deoxy-2-sulfamino-4-O-(β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA2S(1→4)GlcNS:
-
2-deoxy-2-sulfamino-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-d-glucose
- ΔUA2S(1→4)GlcNS6S:
-
2-deoxy-2-sulfamino-4-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-glucose
- ΔUA(1→3)GalNAc:
-
2-acetamido-2-deoxy-3-O-(β-d-Gluco-4-enepyranosyluronic acid)-d-galatose
- ΔUA(1→3)GalNAc4S:
-
2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-4-O-sulfo-d-galactose
- ΔUA(1→3)GalNAc6S:
-
2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-galactose
- ΔUA2S(1→3)GalNAc:
-
2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-d-galactose
- ΔUA2S(1→3)GalNAc4S:
-
2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-4-O-sulfo-d-galactose
- ΔUA2S(1→3)GalNAc6S:
-
2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-galactose
- ΔUA(1→3)GalNAcDiS:
-
2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-4,6-di-O-sulfo-d-galactose
- ΔUA(1→3)GlcNAc:
-
2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-d-glucose.
References
Poole AR (1986)Biochem J 236:1–14.
Rouslahti E (1989)J Biol Chem 264:13369–72.
Fransson LÅ (1987)Trends Biochem Sci 12:406–11.
Suzuki S, Mizutani A, Koike Y, Kato M, Yoshida K, Kimata K (1991)Pure Appl Chem 63:545–54.
Al-Hakim A, Linhardt RJ (1991)Anal Biochem 195:68–73.
Yoshida K, Miyauchi S, Kikuchi H, Tawada A, Tokuyasu K (1989)Anal Biochem 177:327–32.
Yamada S, Yoshida K, Sugiura M, Sugahara K (1992)J Biochem (Tokyo) 112:440–47.
Ampofo SA, Wang HM, Linhardt RJ (1991)Anal Biochem 199:3249–55.
Desai UR, Wang HM, Ampofo SA, Linhardt RJ (1993)Anal Biochem 213:120–27.
Carr SA, Reinhold VN (1984)Carbohydr Chem 3:381–401.
Reinhold VN, Carr SA, Green BN, Petitou M, Choay J, Sinay P (1987)Carhohydr Res 161:305–13.
Mallis LM, Wang HM, Loganathan D, Linhardt RJ (1989)Anal Chem 61:1453–58.
Linhardt RJ, Wang HM, Loganathan D, Lamb DJ, Mallis LM (1992)Carbohydr Res 225:137–45.
Lamb DJ, Wang HM, Mallis LM, Linhardt RJ (1992)J Am Soc Mass Spectrom 3:797–803.
Ii T, Okuda S, Hirano T, Ohashi M (1994)Glycoconjugate J 11:123–32.
Nores GA, Hanai N, Levery SB, Eaton HL, Salyan MEK, Hakomori S (1988)Carbohydr Res 179:393–410.
Morita M, Matsubara T, Hayashi A (1990)Proc Japanese Soc Biomed Mass Spectrom (Japan) 15:103–6.
Domon B, Costello CE (1988)Glycoconjugate J 5:397–409.
Garozzo D, Giuffrida M, Impallomeri G, Ballistreri A, Montaudo G (1990)Anal Chem 62:279–86.
Chai W, Green BM, Lawson AM (1993)Proceedings of the 41st ASMS Conference on Mass Spectrometry and Allied Topics 41:85a–85b.
Da Col R, Silvestro L, Naggi A, Torri G, Baiocchi C, Moltrasio D, Cedro A, Viano I (1993)J Chromatogr 647:289–300.
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II, T., Kubota, M., Okuda, S. et al. Negative-ion fast atom bombardment tandem mass spectrometry for characterization of sulfated unsaturated disaccharides from heparin and heparan sulfate. Glycoconjugate J 12, 162–172 (1995). https://doi.org/10.1007/BF00731361
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DOI: https://doi.org/10.1007/BF00731361