PubMed:16458866 JSONTXT

{"project":"GlyCosmos6-Glycan-Motif-Image","denotations":[{"id":"T1","span":{"begin":705,"end":711},"obj":"Glycan_Motif"},{"id":"T2","span":{"begin":725,"end":731},"obj":"Glycan_Motif"},{"id":"T3","span":{"begin":841,"end":847},"obj":"Glycan_Motif"},{"id":"T4","span":{"begin":1162,"end":1168},"obj":"Glycan_Motif"},{"id":"T5","span":{"begin":1264,"end":1270},"obj":"Glycan_Motif"}],"attributes":[{"id":"A1","pred":"image","subj":"T1","obj":"https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G81533KY"},{"id":"A2","pred":"image","subj":"T2","obj":"https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G81533KY"},{"id":"A3","pred":"image","subj":"T3","obj":"https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G81533KY"},{"id":"A4","pred":"image","subj":"T4","obj":"https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G81533KY"},{"id":"A5","pred":"image","subj":"T5","obj":"https://api.glycosmos.org/wurcs2image/0.10.0/png/binary/G81533KY"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"sentences","denotations":[{"id":"TextSentencer_T1","span":{"begin":0,"end":71},"obj":"Sentence"},{"id":"TextSentencer_T2","span":{"begin":72,"end":461},"obj":"Sentence"},{"id":"TextSentencer_T3","span":{"begin":462,"end":661},"obj":"Sentence"},{"id":"TextSentencer_T4","span":{"begin":662,"end":910},"obj":"Sentence"},{"id":"TextSentencer_T5","span":{"begin":911,"end":1288},"obj":"Sentence"},{"id":"T1","span":{"begin":0,"end":71},"obj":"Sentence"},{"id":"T2","span":{"begin":72,"end":461},"obj":"Sentence"},{"id":"T3","span":{"begin":462,"end":661},"obj":"Sentence"},{"id":"T4","span":{"begin":662,"end":910},"obj":"Sentence"},{"id":"T5","span":{"begin":911,"end":1288},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"GlyCosmos6-Glycan-Motif-Structure","denotations":[{"id":"T1","span":{"begin":705,"end":711},"obj":"https://glytoucan.org/Structures/Glycans/G81533KY"},{"id":"T2","span":{"begin":725,"end":731},"obj":"https://glytoucan.org/Structures/Glycans/G81533KY"},{"id":"T3","span":{"begin":841,"end":847},"obj":"https://glytoucan.org/Structures/Glycans/G81533KY"},{"id":"T4","span":{"begin":1162,"end":1168},"obj":"https://glytoucan.org/Structures/Glycans/G81533KY"},{"id":"T5","span":{"begin":1264,"end":1270},"obj":"https://glytoucan.org/Structures/Glycans/G81533KY"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"Glycan-GlyCosmos","denotations":[{"id":"T1","span":{"begin":21,"end":28},"obj":"Glycan"},{"id":"T2","span":{"begin":173,"end":180},"obj":"Glycan"},{"id":"T3","span":{"begin":247,"end":254},"obj":"Glycan"},{"id":"T4","span":{"begin":353,"end":360},"obj":"Glycan"},{"id":"T5","span":{"begin":705,"end":711},"obj":"Glycan"},{"id":"T6","span":{"begin":725,"end":731},"obj":"Glycan"},{"id":"T7","span":{"begin":841,"end":847},"obj":"Glycan"},{"id":"T8","span":{"begin":940,"end":947},"obj":"Glycan"},{"id":"T9","span":{"begin":1162,"end":1168},"obj":"Glycan"},{"id":"T10","span":{"begin":1264,"end":1270},"obj":"Glycan"}],"attributes":[{"id":"A1","pred":"glycosmos_id","subj":"T1","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A11","pred":"image","subj":"T1","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A2","pred":"glycosmos_id","subj":"T2","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A12","pred":"image","subj":"T2","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A3","pred":"glycosmos_id","subj":"T3","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A13","pred":"image","subj":"T3","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A4","pred":"glycosmos_id","subj":"T4","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A14","pred":"image","subj":"T4","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A5","pred":"glycosmos_id","subj":"T5","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A15","pred":"image","subj":"T5","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A6","pred":"glycosmos_id","subj":"T6","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A16","pred":"image","subj":"T6","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A7","pred":"glycosmos_id","subj":"T7","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A17","pred":"image","subj":"T7","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A8","pred":"glycosmos_id","subj":"T8","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A18","pred":"image","subj":"T8","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A9","pred":"glycosmos_id","subj":"T9","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A19","pred":"image","subj":"T9","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A10","pred":"glycosmos_id","subj":"T10","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A20","pred":"image","subj":"T10","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"GlyCosmos15-UBERON","denotations":[{"id":"T1","span":{"begin":516,"end":521},"obj":"Body_part"}],"attributes":[{"id":"A1","pred":"uberon_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/UBERON_0000119"},{"id":"A2","pred":"uberon_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/UBERON_0022303"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"sentences","denotations":[{"id":"TextSentencer_T1","span":{"begin":0,"end":71},"obj":"Sentence"},{"id":"TextSentencer_T2","span":{"begin":72,"end":461},"obj":"Sentence"},{"id":"TextSentencer_T3","span":{"begin":462,"end":661},"obj":"Sentence"},{"id":"TextSentencer_T4","span":{"begin":662,"end":910},"obj":"Sentence"},{"id":"TextSentencer_T5","span":{"begin":911,"end":1288},"obj":"Sentence"},{"id":"T1","span":{"begin":0,"end":71},"obj":"Sentence"},{"id":"T2","span":{"begin":72,"end":461},"obj":"Sentence"},{"id":"T3","span":{"begin":462,"end":661},"obj":"Sentence"},{"id":"T4","span":{"begin":662,"end":910},"obj":"Sentence"},{"id":"T5","span":{"begin":911,"end":1288},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"GlyCosmos15-Sentences","blocks":[{"id":"T1","span":{"begin":0,"end":71},"obj":"Sentence"},{"id":"T2","span":{"begin":72,"end":461},"obj":"Sentence"},{"id":"T3","span":{"begin":462,"end":661},"obj":"Sentence"},{"id":"T4","span":{"begin":662,"end":910},"obj":"Sentence"},{"id":"T5","span":{"begin":911,"end":1288},"obj":"Sentence"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"GlyCosmos15-Glycan","denotations":[{"id":"T1","span":{"begin":21,"end":28},"obj":"Glycan"},{"id":"T2","span":{"begin":173,"end":180},"obj":"Glycan"},{"id":"T3","span":{"begin":247,"end":254},"obj":"Glycan"},{"id":"T4","span":{"begin":353,"end":360},"obj":"Glycan"},{"id":"T5","span":{"begin":705,"end":711},"obj":"Glycan"},{"id":"T6","span":{"begin":725,"end":731},"obj":"Glycan"},{"id":"T7","span":{"begin":841,"end":847},"obj":"Glycan"},{"id":"T8","span":{"begin":940,"end":947},"obj":"Glycan"},{"id":"T9","span":{"begin":1162,"end":1168},"obj":"Glycan"},{"id":"T10","span":{"begin":1264,"end":1270},"obj":"Glycan"}],"attributes":[{"id":"A1","pred":"glycosmos_id","subj":"T1","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A2","pred":"glycosmos_id","subj":"T2","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A3","pred":"glycosmos_id","subj":"T3","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A4","pred":"glycosmos_id","subj":"T4","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A5","pred":"glycosmos_id","subj":"T5","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A6","pred":"glycosmos_id","subj":"T6","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A7","pred":"glycosmos_id","subj":"T7","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A8","pred":"glycosmos_id","subj":"T8","obj":"https://glycosmos.org/glycans/show/G15541SE"},{"id":"A9","pred":"glycosmos_id","subj":"T9","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A10","pred":"glycosmos_id","subj":"T10","obj":"https://glycosmos.org/glycans/show/G76685HR"},{"id":"A11","pred":"image","subj":"T1","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A12","pred":"image","subj":"T2","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A13","pred":"image","subj":"T3","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A14","pred":"image","subj":"T4","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A15","pred":"image","subj":"T5","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A16","pred":"image","subj":"T6","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A17","pred":"image","subj":"T7","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A18","pred":"image","subj":"T8","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G15541SE"},{"id":"A19","pred":"image","subj":"T9","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"},{"id":"A20","pred":"image","subj":"T10","obj":"https://api.glycosmos.org/wurcs2image/latest/png/binary/G76685HR"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}

{"project":"Anatomy-UBERON","denotations":[{"id":"T1","span":{"begin":516,"end":521},"obj":"Body_part"}],"attributes":[{"id":"A1","pred":"uberon_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/UBERON_0000119"},{"id":"A2","pred":"uberon_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/UBERON_0022303"}],"text":"Lactones of disialyl lactose: characterisation by NMR and mass spectra.\nThe lactonisation of alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose) was investigated. (1)H and (13)C NMR chemical shifts of disialyl lactose and alpha-Neup5Ac-(2--\u003e8, 1--\u003e9)-alpha-Neup5Ac-(2--\u003e3, 1--\u003e2)-beta-D-Galp-(1--\u003e4)-D-Glc (disialyl lactose-dilactone) were assigned based on 1D and 2D NMR results, including edited HSQC, HSQC-TOSCY and HMBC. The time course of lactonisation was followed by thin layer chromatography (TLC) and high-performance liquid chromatography (HPLC) with electrospray ionisation (ESI) mass spectrometry (MS) detection. The rate of lactonisation between alpha-(8)Neu5Ac and alpha-(3)Neu5Ac residues (lactonisation at the alpha-(2--\u003e8) linkage) was faster than that of lactonisation between alpha-(3)Neu5Ac and Gal residues (lactonisation at the alpha-(2--\u003e3) linkage). The mass spectra of disialyl lactose, its lactones, alpha-Neup5Ac-(2--\u003e8)-alpha-Neup5Ac (alpha-(2--\u003e8) disialic acid) and alpha-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-D-Glc-lactone (3'-sialyllactose-lactone) showed that the alpha-(2--\u003e8) linkage between Neu5Ac residues is difficult to cleave in the ESI-MS, compared with the alpha-(2--\u003e3) linkage between Neu5Ac and Gal residues."}