Caged Phosphoproteins
We present the chemical and biological synthesis of caged phosphoproteins using the in vitro nonsense codon suppression methodology. Specifically, phosphoamino acid analogues of serine, threonine, and tyrosine with a single photocleavable o-nitrophenylethyl caging group were synthesized as the amino...
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| Veröffentlicht in: | Journal of the American Chemical Society 2005-01, Vol.127 (3), p.846-847 |
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| container_end_page | 847 |
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| container_issue | 3 |
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| container_title | Journal of the American Chemical Society |
| container_volume | 127 |
| creator | Rothman, Deborah M Petersson, E. James Vázquez, M. Eugenio Brandt, Gabriel S Dougherty, Dennis A Imperiali, Barbara |
| description | We present the chemical and biological synthesis of caged phosphoproteins using the in vitro nonsense codon suppression methodology. Specifically, phosphoamino acid analogues of serine, threonine, and tyrosine with a single photocleavable o-nitrophenylethyl caging group were synthesized as the amino acyl tRNA adducts for insertion into full-length proteins. For this purpose, a novel phosphitylating agent was developed. The successful incorporation of these bulky and charged amino acids into the α-subunit of the nicotinic acetyl choline receptor (nAChR) and the vasodilator-stimulated phosphoprotein (VASP) using an in vitro translation system is reported. |
| doi_str_mv | 10.1021/ja043875c |
| format | Article |
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James ; Vázquez, M. Eugenio ; Brandt, Gabriel S ; Dougherty, Dennis A ; Imperiali, Barbara</creator><creatorcontrib>Rothman, Deborah M ; Petersson, E. James ; Vázquez, M. Eugenio ; Brandt, Gabriel S ; Dougherty, Dennis A ; Imperiali, Barbara</creatorcontrib><description>We present the chemical and biological synthesis of caged phosphoproteins using the in vitro nonsense codon suppression methodology. Specifically, phosphoamino acid analogues of serine, threonine, and tyrosine with a single photocleavable o-nitrophenylethyl caging group were synthesized as the amino acyl tRNA adducts for insertion into full-length proteins. For this purpose, a novel phosphitylating agent was developed. The successful incorporation of these bulky and charged amino acids into the α-subunit of the nicotinic acetyl choline receptor (nAChR) and the vasodilator-stimulated phosphoprotein (VASP) using an in vitro translation system is reported.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja043875c</identifier><identifier>PMID: 15656617</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Analytical, structural and metabolic biochemistry ; Biological and medical sciences ; Chemistry ; Cyclic AMP-Dependent Protein Kinases - chemistry ; Cyclic AMP-Dependent Protein Kinases - metabolism ; Exact sciences and technology ; Fundamental and applied biological sciences. 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James</creatorcontrib><creatorcontrib>Vázquez, M. Eugenio</creatorcontrib><creatorcontrib>Brandt, Gabriel S</creatorcontrib><creatorcontrib>Dougherty, Dennis A</creatorcontrib><creatorcontrib>Imperiali, Barbara</creatorcontrib><title>Caged Phosphoproteins</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>We present the chemical and biological synthesis of caged phosphoproteins using the in vitro nonsense codon suppression methodology. Specifically, phosphoamino acid analogues of serine, threonine, and tyrosine with a single photocleavable o-nitrophenylethyl caging group were synthesized as the amino acyl tRNA adducts for insertion into full-length proteins. For this purpose, a novel phosphitylating agent was developed. The successful incorporation of these bulky and charged amino acids into the α-subunit of the nicotinic acetyl choline receptor (nAChR) and the vasodilator-stimulated phosphoprotein (VASP) using an in vitro translation system is reported.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Chemistry</subject><subject>Cyclic AMP-Dependent Protein Kinases - chemistry</subject><subject>Cyclic AMP-Dependent Protein Kinases - metabolism</subject><subject>Exact sciences and technology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects, investigation methods</subject><subject>Organic chemistry</subject><subject>Peptides</subject><subject>Phosphoproteins - biosynthesis</subject><subject>Phosphoproteins - chemical synthesis</subject><subject>Phosphoproteins - chemistry</subject><subject>Preparations and properties</subject><subject>Proteins</subject><subject>RNA, Transfer, Amino Acid-Specific - chemistry</subject><subject>RNA, Transfer, Amino Acid-Specific - metabolism</subject><subject>Serine - analogs & derivatives</subject><subject>Serine - metabolism</subject><subject>Threonine - analogs & derivatives</subject><subject>Threonine - metabolism</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0M1LwzAYBvAgipvTgwev4kXBQzVvvnuUoVMYOHF-3EKaJdrZtTNpQf97O1a2i6cQ8uPJ-z4IHQO-Akzgem4wo0pyu4P6wAlOOBCxi_oYY5JIJWgPHcQ4b6-MKNhHPeCCCwGyj06G5sPNziafVVx-VstQ1S4v4yHa86aI7qg7B-jl7nY6vE_Gj6OH4c04MQxEnTBJPCiChcw49pkEIhn3zvE0TXnGwHtGBFWeE2a9z3wKjMy8l1JRYTEAHaCLdW778XfjYq0XebSuKEzpqiZqISlPMactvFxDG6oYg_N6GfKFCb8asF51oDcdtPa0C22yhZttZbd0C847YKI1hQ-mtHncOsG4kAq3Llm7PNbuZ_NuwtdqMMn1dPKsFX0bvb6LkX7a5hob9bxqQtl298-Af6U2e7k</recordid><startdate>20050126</startdate><enddate>20050126</enddate><creator>Rothman, Deborah M</creator><creator>Petersson, E. 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Eugenio ; Brandt, Gabriel S ; Dougherty, Dennis A ; Imperiali, Barbara</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a416t-472f182067b50fb712745fee59995b41ff42638f524cffbf9142dff77836c0113</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>Chemistry</topic><topic>Cyclic AMP-Dependent Protein Kinases - chemistry</topic><topic>Cyclic AMP-Dependent Protein Kinases - metabolism</topic><topic>Exact sciences and technology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects, investigation methods</topic><topic>Organic chemistry</topic><topic>Peptides</topic><topic>Phosphoproteins - biosynthesis</topic><topic>Phosphoproteins - chemical synthesis</topic><topic>Phosphoproteins - chemistry</topic><topic>Preparations and properties</topic><topic>Proteins</topic><topic>RNA, Transfer, Amino Acid-Specific - chemistry</topic><topic>RNA, Transfer, Amino Acid-Specific - metabolism</topic><topic>Serine - analogs & derivatives</topic><topic>Serine - metabolism</topic><topic>Threonine - analogs & derivatives</topic><topic>Threonine - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rothman, Deborah M</creatorcontrib><creatorcontrib>Petersson, E. James</creatorcontrib><creatorcontrib>Vázquez, M. 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| subjects | Analytical, structural and metabolic biochemistry Biological and medical sciences Chemistry Cyclic AMP-Dependent Protein Kinases - chemistry Cyclic AMP-Dependent Protein Kinases - metabolism Exact sciences and technology Fundamental and applied biological sciences. Psychology General aspects, investigation methods Organic chemistry Peptides Phosphoproteins - biosynthesis Phosphoproteins - chemical synthesis Phosphoproteins - chemistry Preparations and properties Proteins RNA, Transfer, Amino Acid-Specific - chemistry RNA, Transfer, Amino Acid-Specific - metabolism Serine - analogs & derivatives Serine - metabolism Threonine - analogs & derivatives Threonine - metabolism |
| title | Caged Phosphoproteins |
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