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Phosphorylation and dephosphorylation are considered to be important reactions that control the active and inactive factors of proteins. In regenerative medicine of the osteoconnective tissue (a tendon, a ligament), it has been reported that the biomaterial possessing phosphate groups promote formation of HAP, the main component of hard tissues. The noncontact measurement of phosphate groups and low-destructive controlling of phosphate groups allow for the accurate regeneration of the osteoconnective tissue, and the validation. Our objective is to propose the nondestructive controlling and measuring method of phosphorylation for regenerative medicine. In this study, as the indirect quantitative analysis of phosphate groups, we examine the correlation between the mid-infrared absorbance ratio and the ratio of phosphate groups introduction theoretically calculated from a colorimetric determination method. And the noncontact controlling method of the quantities of phosphate groups, we examine the selective and low-destructive bond cutting of phosphate groups in the phosphogelatin using a mid-infrared laser.