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

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.

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

An Efficient Access to Conformationally Rigid Amino Acid Analogues with a Piperidine Skeleton

Synlett ◽  
2010 ◽  
Vol 2010 (10) ◽  
pp. 1501-1504 ◽  
Author(s):  
Günter Haufe ◽  
Nirupam Purkayastha
Keyword(s):  
Amino Acid ◽  
Efficient Access ◽  
Amino Acid Analogues
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