http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2017113428-A1

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filingDate 2016-01-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_2a87d53019d495050878fdd36f80a2fd
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publicationDate 2017-07-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber WO-2017113428-A1
titleOfInvention Preparation of unnatural cyanoamino acids and application thereof in bioorthogonal raman detection
abstract Disclosed are a method for synthesizing a number of aliphatic cyanoamino acids and application of the cyanoamino acids in bioorthogonal Raman detection. The aliphatic cyanoamino acids are methionine derivatives and lysine derivatives. The method comprises reacting a compound having a structural formula (I) with POCl 3 n dissolved in pyridine to obtain the cyanoamino acids. The provided method for synthesizing cyanoamino acids is mainly suitable for aliphatic cyanoamino acids, such as cyanoamino acids containing amido linkage and carbonate ester linkage. With a partially protected precursor amino acid as a backbone, the reaction involves dehydration of the precursor amino acid and formation of amido linkage or carbonate ester linkage to introduce cyano groups onto the amino acid backbone, followed by deprotection wherein the cyano groups are prevented from being hydrolyzed. The synthesis process involves fewer operations at high or low temperatures and needs less energy. The end products are purified with hydrophilic interaction chromatography (HILIC) to obtain cyanoamino acids of ultrahigh purity. The cyanoamino acids can be incorporated into proteins by means of gene codon amplification technique and be used in bioorthogonal Raman detection.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-110845365-B
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priorityDate 2015-12-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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