Comparison of oligosaccharide labeling employing reductive amination and hydrazone formation chemistries
Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
Grantová podpora
MTA-19-06
Akademie Věd České Republiky - International
RVO: 68081715
Akademie Věd České Republiky - International
18-00062S
Grantová Agentura České Republiky - International
PubMed
32028541
DOI
10.1002/elps.201900475
Knihovny.cz E-zdroje
- Klíčová slova
- Hydrazone formation, Labeling, Oligosaccharides, Reductive amination,
- MeSH
- aminace MeSH
- chromatografie kapalinová metody MeSH
- elektroforéza kapilární metody MeSH
- fluorescenční barviva chemie MeSH
- hmotnostní spektrometrie metody MeSH
- hydrazony chemie MeSH
- oligosacharidy analýza chemie MeSH
- pyreny chemie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- 1-aminopyrene-3,6,8-trisulfonic acid MeSH Prohlížeč
- fluorescenční barviva MeSH
- hydrazony MeSH
- oligosacharidy MeSH
- pyreny MeSH
In this work, we compare labeling by two negatively charged fluorescent labels, 8-aminopyrene-1,3,6-trisulfonic acid (APTS) and 8-(2-hydrazino-2-oxoethoxy)pyrene-1,3,6-trisulfonic acid (Cascade Blue hydrazide [CBH]). Effectiveness of the labeling chemistries were investigated by 4-hydroxybenzaldehyde and maltoheptaose followed by LC/UV-MS and CE/LIF analysis, respectively. The reaction yield of APTS labeling was determined to be only ∼10%. This is due to reduction of almost 90% of the analyte by sodium cyanoborohydride to alcohol, which cannot be further labeled via reductive amination. However, the CBH labeling provides ∼90% reaction yield based on the LC/UV-MS measurements. The significantly higher labeling yield was also confirmed by CE/LIF measurements. Finally, the more effective hydrazone formation technique of CBH was characterized and applied for N-linked glycan analysis by CE/LIF.
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