Finding　effective　practical　components　to　promote　bone　mineralization　from　the　diet　has　become　an　effective　method　to　regulate　bone　mass.　In　this　study,　peptides-calcium　chelate　derived　from　Crimson　Snapper　scales　protein　hydrolysates　(CSPHs),　and　xylooligosaccharide　(XOS)-peptides-calcium　chelate　prepared　by　trans-glutaminase　(TGase)　pathway,　named　CSPHs-Ca　and　XOS-CSPHs-Ca-TG,　were　used　to　explore　the　effects　of　glycosylation　on　their　structural　properties　and　osteogenic　activity　in　vitro.　Results　showed　that　XOS-CSPHs-Ca-TG　had　better　calcium　phosphate　crystallization　inhibition　activity　with　more　unified　structures　than　CSPHs-Ca,　and　could　effectively　maintain　a　stable　calcium　content　in　the　gastrointestinal　tract.　Meanwhile,　the　glycosylated　peptide-calcium　chelate　could　accelerate　the　calcium　transport　efficiency　in　the　Caco-2　cell　monolayer,　up　to　3.54　folds　of　the　control　group.　Moreover,　XOS-CSPHs-Ca-TG　exhibited　prominent　osteogenic　effects　by　pro-moting　the　proliferation　of　MC3T3-E1　cells,　increasing　the　secretion　of　osteogenic　related　factors,　and　acceler-ating　the　formation　of　intracellular　mineralized　nodules.　RT-qPCR　results　further　confirmed　that　this　beneficial　effect　of　XOS-CSPHs-Ca-TG　was　achieved　by　activating　the　Wnt/beta-catenin　signaling　pathway.　These　results　suggested　that　glycosylation　might　be　a　promising　method　for　optimizing　structural　properties　and　osteogenic　activity　of　peptide-calcium　chelate.