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. 2019 Nov 1;7(4):171. doi: 10.3390/vaccines7040171

Table 3.

Compilation of relevant studies associated with C4 O-acetylated Neu5Ac.

Topic References
Chemical synthesis
Synthesis of Neu4,5Ac2 and Neu4,5,9Ac3 methylate [104]
Synthesis of Neu4,5Ac2 with methylcoumarin [105]
Synthesis of fluorescent 4-O-acetyl thioketosides Neu5Ac [106]
Synthesis of 4-O-acetyl ketosides of Neu5Ac [107]
Synthesis of 4-O-acetyl containing GM3s [108]
Synthesis of Neu4,5Ac2; Neu4,5,9Ac3; Neu4,5,8,9Ac4; Neu2,4,5,8,9Ac5; Neu4,5,7,8,9Ac5 [13,109,110]
Structural analysis
Identification of Neu4,5Ac2, Neu5,9Ac2, Neu4,5,9Ac3, Neu5,7,9Ac3, Neu4Ac5Gc, Neu9Ac5Gc by mass spectrometry [60]
NMR studies on Neu4,5Ac2(α2→3) lactose [38]
FAB-MS analysis of C4-O-acetylated Neu5Ac [111]
Characterization of O-acetylated GM3s in equine erythrocytes [112]
Computational/conformational studies on Neu4,5Ac2 [113]
Molecular dynamics studies on C4-O-acetylated Neu5Ac on hemagglutinin activity and its receptor binding site [114]
Oxidative studies
Periodate oxidation on Neu4,5Ac2 studies [104]
Periodate oxidation on Neu4,5Ac2 of murine erythrocyte ghosts [115]
Periodate oxidation on O-acetyl sialosides from rat salivary glands [116]
Isolation of C4-O-acetylated containing Neu5Ac from various sources
Isolation from gangliosides [117]
Isolation from colonic epithelial cells [118]
Isolation from hamster sublingual gland [119]
Isolation from murine erythrocyte ghosts (DBA/2, CD-1, B6D2 strains) [115]
Isolation from bovine and equine submaxillary mucins [120]
Isolation from influenza C [121]
Isolation from salmon eggs [122]
Isolation from equine erythrocytes [112]
Isolation from rat submandibular glands [116]
Isolation of 4-O-Ac-GM3 from equine erythrocytes [117]
Isolation from starfish A. rubens [43]
Isolation from vertebrates (fishes) [45]
Acid/Enzyme hydrolysis from rabbit urine glycoprotein [123]
Isolation of O-acetylated Neu5Ac using propionic acid [63]
Isolation from rat coronavirus [71]
Hydrolysis from murine coronaviruses in mouse tissue [124]
O-Acetylesterases from horse liver specific for Neu4,5Ac2 [125]
Hydrolysis from infectious salmon anemia virus (ISAV) [81]
Isolation from echidna and platypus milk [51,126]
Inhibitory activities of C4-O-acetylated containing Neu5Ac
A2 viral strain inhibited by horse serum containing Neu4,5Ac2 [103]
Neuraminidase from S. sanguis cannot cleave C4-O-acetylated Neu5Ac [127]
Sialidase from human leukocytes cannot cleave C4-O-acetylated Neu5Ac [128]
Sialidase from C. perfringens cannot cleave C4-O-acetylated Neu5Ac [129]
Bacterial sialidase activities inhibited by C4-O-acetylated Neu5Ac [130]
Inhibition of rabbit red blood cell agglutination activities by AchatininH [67]
Inhibition of hemagglutinin activities of lectin bindings in human placenta [131]
Influenza viruses (H3N2 strain) binding to Neu4,5Ac2 while unrecognized by B or H1N1 viruses [114]
Viral inhibitory effects by equine and pig sera based on Neu4,5Ac2 located on the α2 macroglobulins [132]
Esterase hydrolysis of acetyl groups
Acetylesterases from horse release Neu4,5Ac2 [133]
ISAV esterases bind and hydrolyze C4-OAc Neu5Ac [81]
C4-OAc Neu5Ac is the preferred binding receptor of ISAV [44]
Metabolism of partially O-acetylated Neu5Ac from bovine and equine submandibular glands [134]
4-O-Acetylated Neu5Ac in equine and guinea pig α2 macroglobulins [39]
O-Acetyltransferase in C4-OAc Neu5Ac biosynthesis [21]
O-Acetylation on C4-OAc Neu5Ac [42]
Mouse hepatitis virus S esterase cleaves C4-OAc Neu5Ac [83]
Binding studies on C4-O-acetylated Neu5Ac
Micronemes show strong binding preference to C4-OAc Neu5Ac [135]
Mouse hepatitis virus S binds and recognizes C4-OAc Neu5Ac [136]
Infectious Salmon Anaemia Virus (ISAV) binds and recognizes C4-OAc Neu5Ac [137,138,139]
Crab (Cancer antennarius) lectin binds to C4-OAc Neu5Ac [49]