scholarly journals Synthesis of Phospho-Amino Acid Analogues as Tissue Adhesive Cement Additives

2019 ◽  
Author(s):  
Christopher Spicer ◽  
Michael Pujari-Palmer ◽  
Hélène Autefage ◽  
Gerard Insley ◽  
Philip Procter ◽  
...  
Keyword(s):  
Amino Acid ◽  
Calcium Binding ◽  
Allyl Alcohol ◽  
Bone Defects ◽  
Tissue Adhesive ◽  
Binding Motifs ◽  
Calcium Phosphate Cements ◽  
Potential Applications ◽  
Amino Acid Analogues ◽  
Adhesive Cement

We report the synthesis of a library of phospho-amino acid analogues using a novel allyl-phosphoester deprotection strategy. By reacting phenols and alcohols with a combination of POCl3 and allyl alcohol we generate protected phosphoesters that can be subsequently deprotected via treatment with Pd(OAc)2. We go on to show that the generated phosphoserine and phosphotyrosine analogues can be used to generate adhesive calcium phosphate cements with potential applications in the treatment of bone defects. In particular, we use mechanical testing to demonstrate the importance of multiple calcium binding motifs and steric arrangement in promoting adhgesive strength.

scholarly journals Synthesis of Phospho-Amino Acid Analogues as Tissue Adhesive Cement Additives

2019 ◽  
Author(s):  
Christopher Spicer ◽  
Michael Pujari-Palmer ◽  
Hélène Autefage ◽  
Gerard Insley ◽  
Philip Procter ◽  
...  
Keyword(s):  
Amino Acid ◽  
Calcium Binding ◽  
Allyl Alcohol ◽  
Bone Defects ◽  
Tissue Adhesive ◽  
Binding Motifs ◽  
Calcium Phosphate Cements ◽  
Potential Applications ◽  
Amino Acid Analogues ◽  
Adhesive Cement

We report the synthesis of a library of phospho-amino acid analogues using a novel allyl-phosphoester deprotection strategy. By reacting phenols and alcohols with a combination of POCl3 and allyl alcohol we generate protected phosphoesters that can be subsequently deprotected via treatment with Pd(OAc)2. We go on to show that the generated phosphoserine and phosphotyrosine analogues can be used to generate adhesive calcium phosphate cements with potential applications in the treatment of bone defects. In particular, we use mechanical testing to demonstrate the importance of multiple calcium binding motifs and steric arrangement in promoting adhgesive strength.

scholarly journals Synthesis of Phospho-Amino Acid Analogues as Tissue Adhesive Cement Additives

2020 ◽  
Vol 6 (2) ◽  
pp. 226-231 ◽  
Author(s):  
Christopher D. Spicer ◽  
Michael Pujari-Palmer ◽  
Hélène Autefage ◽  
Gerard Insley ◽  
Philip Procter ◽  
...  
Keyword(s):  
Amino Acid ◽  
Tissue Adhesive ◽  
Amino Acid Analogues ◽  
Adhesive Cement

Site Specific Incorporation of Amino Acid Analogues into Proteins In Vivo

2000 ◽  
Author(s):  
Anne K. Kowal ◽  
Caroline Kohrer ◽  
Uttam L. RajBhandary
Keyword(s):  
Amino Acid ◽  
Site Specific ◽  
Amino Acid Analogues

Experimental study on repair of large segmental bone defects of goat femur by nano calcium-deficient hydroxyapatite-multi (amino acid) copolymer membrane tubes

2021 ◽  
pp. 088532822110002
Author(s):  
Yan Xiong ◽  
Hong Duan ◽  
Bin Zhang ◽  
Cheng Ren ◽  
Zeping Yu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Bone Defects ◽  
Torsional Stiffness ◽  
Control Group ◽  
Allogenic Bone ◽  
Acid Copolymer ◽  
Membrane Tube ◽  
Segmental Bone ◽  
Experimental Group ◽  
Segmental Bone Defects

Objective The purpose of this study was to observe feasibility of nano calcium-deficient hydroxyapatite-multi (amino acid) copolymer (n-CDHA-MAC) membrane tubes in repairing goat femurs’ large defects. Methods Twelve goats were divided into two groups, whose femurs were created 30 mm segmental bone defects and then implants were performed. In experimental group, the bone defect of right femur was reconstructed by n-CDHA-MAC membrane tube, while left side was reconstructed by allogenic bone tube in control group. Every three goats were sacrificed at 4, 8, 16, 24 weeks after operation respectively. General observation, X-ray analysis, histology, Scanning electron microscope (SEM) examination and protein level comparison of BMP-2 were conducted to evaluate the effects of repairing segmental bone defects. Results All goats recovered well from anesthesia and surgical interventions. The radiographic evaluations showed that periosteal reaction outside of the membrane tubes and allogenic bone tubes were observed 4 weeks after surgery. At 16 weeks, callus was continuously increased in experimental group, which was more obvious than control group. At 24 weeks, callus outside of the membrane tubes connected together. Histologic evaluation showed fibro-cartilage callus was evolved into bony callus in experimental group, which was more obvious than control group at 8 and 16 weeks. The protein expression level of BMP-2 increased at 4, 8 weeks and peaked at 16 weeks in experimental groups. There were statistical differences at 8 and 16 weeks ( P < 0.05). At each time point in 8, 16, 24 weeks after surgery, the bending stiffness, torsional stiffness and compressive strength of the two groups were similar, and there was no significant difference ( P > 0.05). Conclusions This novel surface degradation n-CDHA-MAC membrane tube has good ability to maintain enough membrane space, which can provide long-term and stable biomechanical support for large bone defects and integrate well with the surrounding bone.

Therapy and regeneration-combined bone cements for minimally invasive treatment of neoplastic bone defects

2021 ◽  
Author(s):  
Yu Qu ◽  
Hui Zhuang ◽  
Meng Zhang ◽  
Yufeng Wang ◽  
Dong Zhai ◽  
...  
Keyword(s):  
Calcium Phosphate ◽  
Minimally Invasive ◽  
Tumor Cells ◽  
Bone Tumor ◽  
Tumor Resection ◽  
Bone Defects ◽  
Bone Cements ◽  
Invasive Treatment ◽  
Calcium Phosphate Cements ◽  
Bone Tumor Resection

Although calcium phosphate cements (CPC) have been clinically used to repair bone defects caused by bone tumor resection, traditional CPC cannot kill the remaining tumor cells after surgery and prevent...

scholarly journals Three distinct anti-allergic drugs, amlexanox, cromolyn and tranilast, bind to S100A12 and S100A13 of the S100 protein family

1999 ◽  
Vol 338 (3) ◽  
pp. 583-589 ◽  
Author(s):  
Tsuyoshi SHISHIBORI ◽  
Yuhta OYAMA ◽  
Osamu MATSUSHITA ◽  
Kayoko YAMASHITA ◽  
Hiromi FURUICHI ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Sequence ◽  
Calcium Binding ◽  
Binding Proteins ◽  
S100 Protein ◽  
Reversed Phase ◽  
Molecular Probes ◽  
Calcium Binding Proteins ◽  
Ige Mediated ◽  
Human And Mouse

To investigate the roles of calcium-binding proteins in degranulation, we used three anti-allergic drugs, amlexanox, cromolyn and tranilast, which inhibit IgE-mediated degranulation of mast cells, as molecular probes in affinity chromatography. All of these drugs, which have different structures but similar function, scarcely bound to calmodulin in bovine lung extract, but bound to the same kinds of calcium-binding proteins, such as the 10-kDa proteins isolated in this study, calcyphosine and annexins I–V. The 10-kDa proteins obtained on three drug-coupled resins and on phenyl-Sepharose were analysed by reversed-phase HPLC. It was found that two characteristic 10-kDa proteins, one polar and one less polar, were bound with all three drugs, although S100A2 (S100L), of the S100 family, was bound with phenyl-Sepharose. The cDNA and deduced amino acid sequence proved our major polar protein to be identical with the calcium-binding protein in bovine amniotic fluid (CAAF1, S100A12). The cDNA and deduced amino acid sequence of the less-polar protein shared 95% homology with human and mouse S100A13. In addition, it was demonstrated that the native S100A12 and recombinant S100A12 and S100A13 bind to immobilized amlexanox. On the basis of these findings, we speculate that the three anti-allergic drugs might inhibit degranulation by binding with S100A12 and S100A13.

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