Dendrimers in solution can have their remote catalytic groups folded back into the core: Enantioselective transaminations by dendritic enzyme mimics-II
PAMAM dendrimers, which have double thioether arms, have been synthesized with a pyridoxamine core and chirally terminal amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indi...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2009-10, Vol.19 (19), p.5543-5546 |
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| container_issue | 19 |
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| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 19 |
| creator | Wei, Sujun Wang, Jianing Venhuizen, Scott Skouta, Rachid Breslow, Ronald |
| description | PAMAM dendrimers, which have double thioether arms, have been synthesized with a pyridoxamine core and chirally terminal amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.
PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core. |
| doi_str_mv | 10.1016/j.bmcl.2009.08.061 |
| format | Article |
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PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2009.08.061</identifier><identifier>PMID: 19729305</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Amination ; Amino acids ; Applied sciences ; Catalysis ; Dendrimers ; Enantioselectivity ; Enzymes - chemistry ; Enzymes - metabolism ; Exact sciences and technology ; Molecular Conformation ; Organic polymers ; Physicochemistry of polymers ; Polyamines - chemical synthesis ; Polyamines - chemistry ; Polyamines - metabolism ; Polymers with particular structures ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Pyridoxamine - chemistry ; Stereoisomerism ; Transamination</subject><ispartof>Bioorganic & medicinal chemistry letters, 2009-10, Vol.19 (19), p.5543-5546</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c416t-5273dbf16b1c18c9715d93ce10c3487696c1e25de732342625236c68d063ac123</citedby><cites>FETCH-LOGICAL-c416t-5273dbf16b1c18c9715d93ce10c3487696c1e25de732342625236c68d063ac123</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2009.08.061$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22001976$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19729305$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wei, Sujun</creatorcontrib><creatorcontrib>Wang, Jianing</creatorcontrib><creatorcontrib>Venhuizen, Scott</creatorcontrib><creatorcontrib>Skouta, Rachid</creatorcontrib><creatorcontrib>Breslow, Ronald</creatorcontrib><title>Dendrimers in solution can have their remote catalytic groups folded back into the core: Enantioselective transaminations by dendritic enzyme mimics-II</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>PAMAM dendrimers, which have double thioether arms, have been synthesized with a pyridoxamine core and chirally terminal amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.
PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. 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Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.
PAMAM dendrimers with double thioether arms have been synthesized with a pyridoxamine core and terminal chiral amino groups. Transamination to afford natural isomers of phenylalanine and alanine induced enantioselectivity by the peripheral chiral caps, supporting a computer model that indicates folding of dendrimer chains back into the core.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19729305</pmid><doi>10.1016/j.bmcl.2009.08.061</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2009-10, Vol.19 (19), p.5543-5546 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Amination Amino acids Applied sciences Catalysis Dendrimers Enantioselectivity Enzymes - chemistry Enzymes - metabolism Exact sciences and technology Molecular Conformation Organic polymers Physicochemistry of polymers Polyamines - chemical synthesis Polyamines - chemistry Polyamines - metabolism Polymers with particular structures Preparation, kinetics, thermodynamics, mechanism and catalysts Pyridoxamine - chemistry Stereoisomerism Transamination |
| title | Dendrimers in solution can have their remote catalytic groups folded back into the core: Enantioselective transaminations by dendritic enzyme mimics-II |
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