Isomer-Specific LC/MS and LC/MS/MS Profiling of the Mouse Serum N-Glycome Revealing a Number of Novel Sialylated N-Glycans

Hua, Serenus; Jeong, Ha Neul; Dimapasoc, Lauren M.; Kang, Inae; Han, Chanyoung; Choi, Jong Soon; Lebrilla, Carlito B.; An, Hyun Joo

doi:10.1021/ac400195h

Cited by 51 publications

(49 citation statements)

References 40 publications

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“…Hypersialylation has only recently been described in the bovine (Sumiyoshi et al 2012) and mouse serum (Hua et al 2013). However, similar linkages have previously been described in free oligosaccharides from bovine colostrums (Nemansky & Van den Eijnden 1992), human milk (Sumiyoshi et al 2004) and mucin-type O-linked glycans from human mucosal tissues (Brockhausen 2006).…”

Section: Ff Glycan Characterisationmentioning

confidence: 61%

N-glycan profiling of bovine follicular fluid at key dominant follicle developmental stages

Tharmalingam-Jaikaran

Walsh

McGettigan

et al. 2014

Reproduction

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Follicular fluid (FF), an important microenvironment for the development of oocytes, contains many proteins that are glycosylated with N-linked glycans. This study aimed i) to present an initial analysis of the N-linked glycan profile of bovine FF using hydrophilic interaction liquid chromatography, anion exchange chromatography, high performance liquid chromatography (HPLC)-based separations and subsequent liquid chromatography-mass spectrometry/mass spectrometry analysis; ii) to determine differences in the N-glycan profile between FF from dominant and subordinate follicles from dairy heifers and lactating dairy cows and iii) to identify alterations in the N-glycan profile of FF during preovulatory follicle development using newly selected, differentiated (preovulatory) and luteinised dominant follicles from dairy heifers and lactating cows. We found that the majority of glycans on bovine FF are based on biantennary hypersialylated structures, where the glycans are sialylated on both the galactose and N-acetylglucosamine terminal sugars. A comparison of FF N-glycans from cows and heifers indicated higher levels of nonsialylated glycans with a lower proportion of sialylated glycans in cows than in heifers. Overall, as the follicle develops from Selection, Differentiation and Luteinisation in both cows and heifers, there is an overall decrease in sialylated structures on FF N-glycans.

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Section: Ff Glycan Characterisationmentioning

confidence: 61%

N-glycan profiling of bovine follicular fluid at key dominant follicle developmental stages

Tharmalingam-Jaikaran

Walsh

McGettigan

et al. 2014

Reproduction

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“…The detailed structural information about the aberrant glycans was verified by nanoLC-ESI-MS/MS as mentioned below. Up to now, only a recent article described the appearance of dehydrated sialic acids in the serum of mouse [27]. We supposed that the sialic acid in the glycans were dehydrated and a structure of lactone (NeuAcLac) was formed.…”

Section: Resultsmentioning

confidence: 99%

Comprehensive N-Glycan Profiling of Cetuximab Biosimilar Candidate by NP-HPLC and MALDI-MS

et al. 2017

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Monitoring glycosylation of the mAbs have been emphasized and routinely characterized in biopharmaceutical industries because the carbohydrate components are closely related to the safety, efficacy, and consistency of the antibodies. In this study, the comprehensive glycan profiling of a biosimilar candidate of cetuximab was successfully characterized using Normal phase high-performance liquid chromatography (NP-HPLC) in combination with Matrix assisted laser desorption/ionization mass spectrometry (MALDI-MS). The presence of minor N-linked glycans containing sialic acid lactone residues (NeuAcLac) was observed in the biosimilar for the first time, which could influence the quantitative analysis of sialylated glycans and interfere with quantification of neutral glycans when it was analyzed by high performance liquid chromatography fluorescence (HPLC-FL). To overcome this issue, mild alkali treatment was used to hydrolyze lactone of the sialic acid to their neutral formation, which had no impact on the analysis of other glycans before and after the treatment. As a result, the mild alkali treatment might be helpful to obtain quantitative glycan profiling of the mAbs drugs with enhanced accuracy and robustness.

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“…Graphitised carbon solid phase extraction (SPE) is a well-established glycan purification technique that is commonly used in many glycomics workflows, including characterisation of protein N-glycomes (Aldredge, An, Tang, Waddell, & Lebrilla, 2012; Hua et al, 2013; Stumpo & Reinhold, 2010), biomarker discovery (Alley, Madera, Mechref, & Novotny, 2010; Balog et al, 2012; Vieira et al, 2012), and profiling of free milk OS (Marx et al, 2014; Mudd et al, 2016; Tao et al, 2008). Although previous publications have characterised the excellent retention characteristics of graphitized carbon in the context of glycan desalting and preconcentration (Packer, Lawson, Jardine, & Redmond, 1998; Redmond & Packer, 1999; Ward, 2009), the efficiency of the technique in separating milk OS and lactose has not been well-characterised, despite its widespread use for this purpose.…”

Section: Introductionmentioning

confidence: 99%

An improved method for the purification of milk oligosaccharides by graphitised carbon-solid phase extraction

Robinson

Colet

Tian

et al. 2018

International Dairy Journal

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Milk oligosaccharides (OS) are bioactive molecules that impart a variety of health benefits to the consumer. Techniques commonly used to analyse and quantify OS require optimised extraction methods to separate the OS from more abundant milk components. Solid phase extraction (SPE) is frequently used to isolate milk OS from lactose; however, the literature contains no formal studies on its efficacy in this application. In this study, established SPE conditions were modified to improve the technique’s effectiveness in purifying OS from lactose. Low concentrations of acetonitrile (ACN) and trifluoroacetic acid (TFA) were tested for solid phase washing. Lactose removal and retention of many OS were significantly improved when using 4% ACN/0.1% TFA compared with the more common water washing technique. Different behaviours between acidic and neutral OS were evident. The new SPE technique improves extraction efficiency for bovine milk OS in applications that do not require prior lactose hydrolysis.

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Isomer-Specific LC/MS and LC/MS/MS Profiling of the Mouse Serum N-Glycome Revealing a Number of Novel Sialylated N-Glycans

Cited by 51 publications

References 40 publications

N-glycan profiling of bovine follicular fluid at key dominant follicle developmental stages

N-glycan profiling of bovine follicular fluid at key dominant follicle developmental stages

Comprehensive N-Glycan Profiling of Cetuximab Biosimilar Candidate by NP-HPLC and MALDI-MS

An improved method for the purification of milk oligosaccharides by graphitised carbon-solid phase extraction

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