Preparation, X-ray crystal structure, and 195Pt NMR spectra of platinum(II) with dipeptides and dipeptide methyl esters
Three dipeptide complexes of the form K[M(dipeptide)Cl] (H 2dipeptide=glycylβ-alanine, β-alanylglycine, β-alanylβ-alanine) and four dipeptide methyl ester complexes of the form K[M(dipeptideOMe)Cl 2] (HdipeptideOMe=glycylα-alanine methyl ester, α-alanylglycine methyl ester, diα-alanine methyl ester)...
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| Veröffentlicht in: | Journal of inorganic biochemistry 2000-07, Vol.81 (1), p.49-55 |
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| container_title | Journal of inorganic biochemistry |
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| creator | Watabe, Masatoshi Kai, Masahiro Hayashi, Makoto Kamiyama, Kiyoshi Okada, Hirokazu Takayama, Toshio |
| description | Three dipeptide complexes of the form K[M(dipeptide)Cl] (H
2dipeptide=glycylβ-alanine, β-alanylglycine, β-alanylβ-alanine) and four dipeptide methyl ester complexes of the form K[M(dipeptideOMe)Cl
2] (HdipeptideOMe=glycylα-alanine methyl ester, α-alanylglycine methyl ester, diα-alanine methyl ester) were newly prepared. The K[Pt(glyβ-ala)Cl] complex crystallizes in the monoclinic space group C2/c with unit cell dimensions of
a=25.77(1) Å,
b=4.09(2) Å,
c=16.432(9) Å,
β=103.74(4)°, and
Z=8. The K[Pt(glyα-alaOMe)Cl
2] complex crystallizes in the monoclinic space group P
1
̄
with unit cell dimensions of
a=7.195(2) Å,
b=7.977(5) Å,
c=10.326(3) Å,
α=72.49(3)°,
β=103.74(4)°,
γ=88.27(4)° and
Z=2. The
195Pt NMR peaks of the complexes containing the β-alanine moiety appeared significantly more upfield than those of the complexes containing diglycine. The ratios of the species of the platinum complexes containing the dipeptide ester in neutral solution were significantly different from those in alkaline solution at 40°C for a short time. |
| doi_str_mv | 10.1016/S0162-0134(00)00108-2 |
| format | Article |
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2dipeptide=glycylβ-alanine, β-alanylglycine, β-alanylβ-alanine) and four dipeptide methyl ester complexes of the form K[M(dipeptideOMe)Cl
2] (HdipeptideOMe=glycylα-alanine methyl ester, α-alanylglycine methyl ester, diα-alanine methyl ester) were newly prepared. The K[Pt(glyβ-ala)Cl] complex crystallizes in the monoclinic space group C2/c with unit cell dimensions of
a=25.77(1) Å,
b=4.09(2) Å,
c=16.432(9) Å,
β=103.74(4)°, and
Z=8. The K[Pt(glyα-alaOMe)Cl
2] complex crystallizes in the monoclinic space group P
1
̄
with unit cell dimensions of
a=7.195(2) Å,
b=7.977(5) Å,
c=10.326(3) Å,
α=72.49(3)°,
β=103.74(4)°,
γ=88.27(4)° and
Z=2. The
195Pt NMR peaks of the complexes containing the β-alanine moiety appeared significantly more upfield than those of the complexes containing diglycine. The ratios of the species of the platinum complexes containing the dipeptide ester in neutral solution were significantly different from those in alkaline solution at 40°C for a short time.</description><identifier>ISSN: 0162-0134</identifier><identifier>EISSN: 1873-3344</identifier><identifier>DOI: 10.1016/S0162-0134(00)00108-2</identifier><identifier>PMID: 11001431</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Complex ; Crystallography, X-Ray - methods ; Dipeptides - chemical synthesis ; Dipeptides - chemistry ; Esters - chemical synthesis ; Esters - chemistry ; Magnetic Resonance Spectroscopy - methods ; Models, Molecular ; Molecular Conformation ; NMR ; Organoplatinum Compounds - chemical synthesis ; Organoplatinum Compounds - chemistry ; Peptide ; Peptide methyl esters ; Platinum ; Preparation ; Structure-Activity Relationship ; X-ray crystal structure ; β-alanine</subject><ispartof>Journal of inorganic biochemistry, 2000-07, Vol.81 (1), p.49-55</ispartof><rights>2000 Elsevier Science B.V.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2081-cbbc0d348a5713a0f8e65f4f3f1979fdf38262dd62bcb8c02abbae38fbb228d83</citedby><cites>FETCH-LOGICAL-c2081-cbbc0d348a5713a0f8e65f4f3f1979fdf38262dd62bcb8c02abbae38fbb228d83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0162013400001082$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11001431$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Watabe, Masatoshi</creatorcontrib><creatorcontrib>Kai, Masahiro</creatorcontrib><creatorcontrib>Hayashi, Makoto</creatorcontrib><creatorcontrib>Kamiyama, Kiyoshi</creatorcontrib><creatorcontrib>Okada, Hirokazu</creatorcontrib><creatorcontrib>Takayama, Toshio</creatorcontrib><title>Preparation, X-ray crystal structure, and 195Pt NMR spectra of platinum(II) with dipeptides and dipeptide methyl esters</title><title>Journal of inorganic biochemistry</title><addtitle>J Inorg Biochem</addtitle><description>Three dipeptide complexes of the form K[M(dipeptide)Cl] (H
2dipeptide=glycylβ-alanine, β-alanylglycine, β-alanylβ-alanine) and four dipeptide methyl ester complexes of the form K[M(dipeptideOMe)Cl
2] (HdipeptideOMe=glycylα-alanine methyl ester, α-alanylglycine methyl ester, diα-alanine methyl ester) were newly prepared. The K[Pt(glyβ-ala)Cl] complex crystallizes in the monoclinic space group C2/c with unit cell dimensions of
a=25.77(1) Å,
b=4.09(2) Å,
c=16.432(9) Å,
β=103.74(4)°, and
Z=8. The K[Pt(glyα-alaOMe)Cl
2] complex crystallizes in the monoclinic space group P
1
̄
with unit cell dimensions of
a=7.195(2) Å,
b=7.977(5) Å,
c=10.326(3) Å,
α=72.49(3)°,
β=103.74(4)°,
γ=88.27(4)° and
Z=2. The
195Pt NMR peaks of the complexes containing the β-alanine moiety appeared significantly more upfield than those of the complexes containing diglycine. The ratios of the species of the platinum complexes containing the dipeptide ester in neutral solution were significantly different from those in alkaline solution at 40°C for a short time.</description><subject>Complex</subject><subject>Crystallography, X-Ray - methods</subject><subject>Dipeptides - chemical synthesis</subject><subject>Dipeptides - chemistry</subject><subject>Esters - chemical synthesis</subject><subject>Esters - chemistry</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>NMR</subject><subject>Organoplatinum Compounds - chemical synthesis</subject><subject>Organoplatinum Compounds - chemistry</subject><subject>Peptide</subject><subject>Peptide methyl esters</subject><subject>Platinum</subject><subject>Preparation</subject><subject>Structure-Activity Relationship</subject><subject>X-ray crystal structure</subject><subject>β-alanine</subject><issn>0162-0134</issn><issn>1873-3344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkF1rFDEUhkOptGvtT1ByVVro6Ekys5O9Eil-LFQtWsG7kI8TmjJfJhnL_nvT3aW99CaHwPOel_MQ8prBWwZs-e5neXgFTNTnABcADGTFD8iCyVZUQtT1IVk8IcfkZUr3ANA0dXtEjhkrgVqwBXm4iTjpqHMYh0v6u4p6Q23cpKw7mnKcbZ4jXlI9OMpWzU2m377-oGlCm6Omo6dTV6LD3J-v1xf0IeQ76sKEUw4O0zb19KU95rtNRzFljOkVeeF1l_B0P0_Ir08fb6--VNffP6-vPlxXloNklTXGghO11E3LhAYvcdn42gvPVu3KOy8kX3LnltxYIy1wbYxGIb0xnEsnxQk52-2d4vhnLt2qD8li1-kBxzmptmBCNE0Bmx1o45hSRK-mGHodN4qBejSutsbVo04FoLbGFS-5N_uC2fTonlN7xQV4vwOwnPk3YFTJBhwsuhCLRuXG8J-Kf8eFkOU</recordid><startdate>20000715</startdate><enddate>20000715</enddate><creator>Watabe, Masatoshi</creator><creator>Kai, Masahiro</creator><creator>Hayashi, Makoto</creator><creator>Kamiyama, Kiyoshi</creator><creator>Okada, Hirokazu</creator><creator>Takayama, Toshio</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20000715</creationdate><title>Preparation, X-ray crystal structure, and 195Pt NMR spectra of platinum(II) with dipeptides and dipeptide methyl esters</title><author>Watabe, Masatoshi ; Kai, Masahiro ; Hayashi, Makoto ; Kamiyama, Kiyoshi ; Okada, Hirokazu ; Takayama, Toshio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2081-cbbc0d348a5713a0f8e65f4f3f1979fdf38262dd62bcb8c02abbae38fbb228d83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Complex</topic><topic>Crystallography, X-Ray - methods</topic><topic>Dipeptides - chemical synthesis</topic><topic>Dipeptides - chemistry</topic><topic>Esters - chemical synthesis</topic><topic>Esters - chemistry</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>NMR</topic><topic>Organoplatinum Compounds - chemical synthesis</topic><topic>Organoplatinum Compounds - chemistry</topic><topic>Peptide</topic><topic>Peptide methyl esters</topic><topic>Platinum</topic><topic>Preparation</topic><topic>Structure-Activity Relationship</topic><topic>X-ray crystal structure</topic><topic>β-alanine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Watabe, Masatoshi</creatorcontrib><creatorcontrib>Kai, Masahiro</creatorcontrib><creatorcontrib>Hayashi, Makoto</creatorcontrib><creatorcontrib>Kamiyama, Kiyoshi</creatorcontrib><creatorcontrib>Okada, Hirokazu</creatorcontrib><creatorcontrib>Takayama, Toshio</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of inorganic biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Watabe, Masatoshi</au><au>Kai, Masahiro</au><au>Hayashi, Makoto</au><au>Kamiyama, Kiyoshi</au><au>Okada, Hirokazu</au><au>Takayama, Toshio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation, X-ray crystal structure, and 195Pt NMR spectra of platinum(II) with dipeptides and dipeptide methyl esters</atitle><jtitle>Journal of inorganic biochemistry</jtitle><addtitle>J Inorg Biochem</addtitle><date>2000-07-15</date><risdate>2000</risdate><volume>81</volume><issue>1</issue><spage>49</spage><epage>55</epage><pages>49-55</pages><issn>0162-0134</issn><eissn>1873-3344</eissn><abstract>Three dipeptide complexes of the form K[M(dipeptide)Cl] (H
2dipeptide=glycylβ-alanine, β-alanylglycine, β-alanylβ-alanine) and four dipeptide methyl ester complexes of the form K[M(dipeptideOMe)Cl
2] (HdipeptideOMe=glycylα-alanine methyl ester, α-alanylglycine methyl ester, diα-alanine methyl ester) were newly prepared. The K[Pt(glyβ-ala)Cl] complex crystallizes in the monoclinic space group C2/c with unit cell dimensions of
a=25.77(1) Å,
b=4.09(2) Å,
c=16.432(9) Å,
β=103.74(4)°, and
Z=8. The K[Pt(glyα-alaOMe)Cl
2] complex crystallizes in the monoclinic space group P
1
̄
with unit cell dimensions of
a=7.195(2) Å,
b=7.977(5) Å,
c=10.326(3) Å,
α=72.49(3)°,
β=103.74(4)°,
γ=88.27(4)° and
Z=2. The
195Pt NMR peaks of the complexes containing the β-alanine moiety appeared significantly more upfield than those of the complexes containing diglycine. The ratios of the species of the platinum complexes containing the dipeptide ester in neutral solution were significantly different from those in alkaline solution at 40°C for a short time.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>11001431</pmid><doi>10.1016/S0162-0134(00)00108-2</doi><tpages>7</tpages></addata></record> |
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| subjects | Complex Crystallography, X-Ray - methods Dipeptides - chemical synthesis Dipeptides - chemistry Esters - chemical synthesis Esters - chemistry Magnetic Resonance Spectroscopy - methods Models, Molecular Molecular Conformation NMR Organoplatinum Compounds - chemical synthesis Organoplatinum Compounds - chemistry Peptide Peptide methyl esters Platinum Preparation Structure-Activity Relationship X-ray crystal structure β-alanine |
| title | Preparation, X-ray crystal structure, and 195Pt NMR spectra of platinum(II) with dipeptides and dipeptide methyl esters |
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