?url_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Adc&rft.relation=http%3A%2F%2Fd-scholarship-dev.library.pitt.edu%2F39301%2F&rft.title=Synthetic+Approaches+to+Cardiolipin+Analogs&rft.creator=Frasso%2C+Michael&rft.description=The+first+portion+of+this+document+describes+the+synthesis+of+three+examples+of+the+mitochondrial+phospholipid+cardiolipin+with+different+fatty+acid+chain+lengths+and+degrees+of+unsaturation.+These+compounds+enabled+the+assessment+of+the+phospholipase+Cld1%E2%80%99s+hydrolysis+specificity+for+different+fatty+acid+esters+in+cardiolipin.+%0D%0ADuring+the+final+deprotection+reaction+of+the+synthesis%2C+trace+hydrolysis+of+the+cardiolipin+acyl+groups+occurred.+To+ameliorate+this+issue%2C+a+new+protecting+group+scheme+was+devised%2C+along+with+conditions+for+the+selective+cleavage+of+a+primary+triethylsilyl+ether+in+the+presence+of+a+vicinal%2C+secondary+triethylsilyl+ether%2C+of+which+there+are+a+surprisingly+limited+number+of+examples.+%0D%0AFinally%2C+a+new+method+for+cardiolipin+synthesis+was+developed.+The+method+was+inspired+by+the+biosynthetic+remodeling+of+cardiolipin+and+allows+for+one+of+the+fatty+acids+to+be+incorporated+later+in+the+synthetic%2C+making+it+ideal+for+precious+or+sensitive+fatty+acids.&rft.date=2020-09-16&rft.type=University+of+Pittsburgh+ETD&rft.type=PeerReviewed&rft.format=application%2Fpdf&rft.language=en&rft.identifier=http%3A%2F%2Fd-scholarship-dev.library.pitt.edu%2F39301%2F26%2FFrasso%2520Final%2520ETD.pdf&rft.identifier=++Frasso%2C+Michael++(2020)+Synthetic+Approaches+to+Cardiolipin+Analogs.++Doctoral+Dissertation%2C+University+of+Pittsburgh.++++(Unpublished)++