Synthesis and characterization of water-soluble polyaspartamide-ferrocene conjugates for biomedical applications View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1994-06

AUTHORS

Jannie C. Swarts, Eberhard W. Neuse, Gert J. Lamprecht

ABSTRACT

Polymer-ferrocene conjugates are synthesized from the polyamide1, poly-α,β-dl-[N-(3-(morpholin-4-yl)propyl)aspartamide-co-N-(2-aminoethyl)aspartamide, through coupling of amino side groups with the carboxyl function in a number of ferrocenylcarboxylic acids, including ferrocenoic acid, ferrocenylacetic acid, 3-ferrocenylpropanoic acid, 3-ferrocenylbutanoic acid, 4-ferrocenylbutanoic acid, and 4-ferrocenyl-4-hydroxypentanoic acid. The ferrocene complex has been chosen for conjugation by virtue of the cytotoxic properties observed with some of its derivatives. The coupling reactions, mediated by HBTU (O-benzotriazolyl-N,N,N′N′-tetramethyluronium hexafluorophosphate), are brought about inN,N-dimethylformamide solution and lead to degrees of substitution in the range of 25–95%. The resulting conjugates2, fractionated by dialysis in tubing with a 12,000–14,000 molecular mass cutoff and collected in the solid state by freeze-drying, are completely soluble in water after isolation and retain this property in frozen aqueous solutions. Preliminary electrochemical data are reported, indicating a decreasing (i.e., less positive) potential with increasing length of the aliphatic, electron-donating connecting link between the ferrocene and the carboxamide anchoring group. The 4-ferrocenylbutanoyl substituent is associated with the least positive potential of those structures investigated and, hence, should provide conjugates with optimalin vivo stability in the ferricenium state. Selected conjugates will be submitted to screening tests for antineoplastic activity. More... »

PAGES

143-153

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf01036539

DOI

http://dx.doi.org/10.1007/bf01036539

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1023905485


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/03", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Chemical Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0303", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Macromolecular and Materials Chemistry", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa", 
          "id": "http://www.grid.ac/institutes/grid.11951.3d", 
          "name": [
            "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Swarts", 
        "givenName": "Jannie C.", 
        "id": "sg:person.01334067650.26", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01334067650.26"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa", 
          "id": "http://www.grid.ac/institutes/grid.11951.3d", 
          "name": [
            "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Neuse", 
        "givenName": "Eberhard W.", 
        "id": "sg:person.013222105727.64", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013222105727.64"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa", 
          "id": "http://www.grid.ac/institutes/grid.11951.3d", 
          "name": [
            "Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Lamprecht", 
        "givenName": "Gert J.", 
        "id": "sg:person.015371576045.87", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015371576045.87"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1007/bf00701316", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1048462478", 
          "https://doi.org/10.1007/bf00701316"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/bf00390468", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1013794152", 
          "https://doi.org/10.1007/bf00390468"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/bf00909955", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1044057551", 
          "https://doi.org/10.1007/bf00909955"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/3-540-50130-4_3", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1035090550", 
          "https://doi.org/10.1007/3-540-50130-4_3"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/bf02144058", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1035715509", 
          "https://doi.org/10.1007/bf02144058"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/bf01024018", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1036713621", 
          "https://doi.org/10.1007/bf01024018"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/978-94-011-7568-5", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1003148057", 
          "https://doi.org/10.1007/978-94-011-7568-5"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/978-1-4613-0669-6_8", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1040653645", 
          "https://doi.org/10.1007/978-1-4613-0669-6_8"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "1994-06", 
    "datePublishedReg": "1994-06-01", 
    "description": "Polymer-ferrocene conjugates are synthesized from the polyamide1, poly-\u03b1,\u03b2-dl-[N-(3-(morpholin-4-yl)propyl)aspartamide-co-N-(2-aminoethyl)aspartamide, through coupling of amino side groups with the carboxyl function in a number of ferrocenylcarboxylic acids, including ferrocenoic acid, ferrocenylacetic acid, 3-ferrocenylpropanoic acid, 3-ferrocenylbutanoic acid, 4-ferrocenylbutanoic acid, and 4-ferrocenyl-4-hydroxypentanoic acid. The ferrocene complex has been chosen for conjugation by virtue of the cytotoxic properties observed with some of its derivatives. The coupling reactions, mediated by HBTU (O-benzotriazolyl-N,N,N\u2032N\u2032-tetramethyluronium hexafluorophosphate), are brought about inN,N-dimethylformamide solution and lead to degrees of substitution in the range of 25\u201395%. The resulting conjugates2, fractionated by dialysis in tubing with a 12,000\u201314,000 molecular mass cutoff and collected in the solid state by freeze-drying, are completely soluble in water after isolation and retain this property in frozen aqueous solutions. Preliminary electrochemical data are reported, indicating a decreasing (i.e., less positive) potential with increasing length of the aliphatic, electron-donating connecting link between the ferrocene and the carboxamide anchoring group. The 4-ferrocenylbutanoyl substituent is associated with the least positive potential of those structures investigated and, hence, should provide conjugates with optimalin vivo stability in the ferricenium state. Selected conjugates will be submitted to screening tests for antineoplastic activity.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/bf01036539", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1047541", 
        "issn": [
          "1574-1443", 
          "1574-1451"
        ], 
        "name": "Journal of Inorganic and Organometallic Polymers and Materials", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "2", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "4"
      }
    ], 
    "keywords": [
      "polymer\u2013ferrocene conjugates", 
      "\u03b2-dl", 
      "poly", 
      "conjugates"
    ], 
    "name": "Synthesis and characterization of water-soluble polyaspartamide-ferrocene conjugates for biomedical applications", 
    "pagination": "143-153", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1023905485"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/bf01036539"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/bf01036539", 
      "https://app.dimensions.ai/details/publication/pub.1023905485"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-09-02T15:48", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220902/entities/gbq_results/article/article_255.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/bf01036539"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1007/bf01036539'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/bf01036539'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/bf01036539'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/bf01036539'


 

This table displays all metadata directly associated to this object as RDF triples.

107 TRIPLES      21 PREDICATES      37 URIs      21 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/bf01036539 schema:about anzsrc-for:03
2 anzsrc-for:0303
3 schema:author N9d595a4f8b6a47fca859a23e898154aa
4 schema:citation sg:pub.10.1007/3-540-50130-4_3
5 sg:pub.10.1007/978-1-4613-0669-6_8
6 sg:pub.10.1007/978-94-011-7568-5
7 sg:pub.10.1007/bf00390468
8 sg:pub.10.1007/bf00701316
9 sg:pub.10.1007/bf00909955
10 sg:pub.10.1007/bf01024018
11 sg:pub.10.1007/bf02144058
12 schema:datePublished 1994-06
13 schema:datePublishedReg 1994-06-01
14 schema:description Polymer-ferrocene conjugates are synthesized from the polyamide1, poly-α,β-dl-[N-(3-(morpholin-4-yl)propyl)aspartamide-co-N-(2-aminoethyl)aspartamide, through coupling of amino side groups with the carboxyl function in a number of ferrocenylcarboxylic acids, including ferrocenoic acid, ferrocenylacetic acid, 3-ferrocenylpropanoic acid, 3-ferrocenylbutanoic acid, 4-ferrocenylbutanoic acid, and 4-ferrocenyl-4-hydroxypentanoic acid. The ferrocene complex has been chosen for conjugation by virtue of the cytotoxic properties observed with some of its derivatives. The coupling reactions, mediated by HBTU (O-benzotriazolyl-N,N,N′N′-tetramethyluronium hexafluorophosphate), are brought about inN,N-dimethylformamide solution and lead to degrees of substitution in the range of 25–95%. The resulting conjugates2, fractionated by dialysis in tubing with a 12,000–14,000 molecular mass cutoff and collected in the solid state by freeze-drying, are completely soluble in water after isolation and retain this property in frozen aqueous solutions. Preliminary electrochemical data are reported, indicating a decreasing (i.e., less positive) potential with increasing length of the aliphatic, electron-donating connecting link between the ferrocene and the carboxamide anchoring group. The 4-ferrocenylbutanoyl substituent is associated with the least positive potential of those structures investigated and, hence, should provide conjugates with optimalin vivo stability in the ferricenium state. Selected conjugates will be submitted to screening tests for antineoplastic activity.
15 schema:genre article
16 schema:isAccessibleForFree false
17 schema:isPartOf N438a93fcf72c42578b952dda303720a4
18 N8bc0727f62264864abf61f39f9189b20
19 sg:journal.1047541
20 schema:keywords conjugates
21 poly
22 polymer–ferrocene conjugates
23 β-dl
24 schema:name Synthesis and characterization of water-soluble polyaspartamide-ferrocene conjugates for biomedical applications
25 schema:pagination 143-153
26 schema:productId Nc97e442dce67463390f73f40592b3ae7
27 Ne7a1f6f4bb2244598e4d619a24337472
28 schema:sameAs https://app.dimensions.ai/details/publication/pub.1023905485
29 https://doi.org/10.1007/bf01036539
30 schema:sdDatePublished 2022-09-02T15:48
31 schema:sdLicense https://scigraph.springernature.com/explorer/license/
32 schema:sdPublisher Nfe8bc2c6ac84491491a2f16b8f208600
33 schema:url https://doi.org/10.1007/bf01036539
34 sgo:license sg:explorer/license/
35 sgo:sdDataset articles
36 rdf:type schema:ScholarlyArticle
37 N0e923710067e4a8890b00817862a72dd rdf:first sg:person.013222105727.64
38 rdf:rest N4326eb91182140b09b59b20b29412f28
39 N4326eb91182140b09b59b20b29412f28 rdf:first sg:person.015371576045.87
40 rdf:rest rdf:nil
41 N438a93fcf72c42578b952dda303720a4 schema:volumeNumber 4
42 rdf:type schema:PublicationVolume
43 N8bc0727f62264864abf61f39f9189b20 schema:issueNumber 2
44 rdf:type schema:PublicationIssue
45 N9d595a4f8b6a47fca859a23e898154aa rdf:first sg:person.01334067650.26
46 rdf:rest N0e923710067e4a8890b00817862a72dd
47 Nc97e442dce67463390f73f40592b3ae7 schema:name dimensions_id
48 schema:value pub.1023905485
49 rdf:type schema:PropertyValue
50 Ne7a1f6f4bb2244598e4d619a24337472 schema:name doi
51 schema:value 10.1007/bf01036539
52 rdf:type schema:PropertyValue
53 Nfe8bc2c6ac84491491a2f16b8f208600 schema:name Springer Nature - SN SciGraph project
54 rdf:type schema:Organization
55 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
56 schema:name Chemical Sciences
57 rdf:type schema:DefinedTerm
58 anzsrc-for:0303 schema:inDefinedTermSet anzsrc-for:
59 schema:name Macromolecular and Materials Chemistry
60 rdf:type schema:DefinedTerm
61 sg:journal.1047541 schema:issn 1574-1443
62 1574-1451
63 schema:name Journal of Inorganic and Organometallic Polymers and Materials
64 schema:publisher Springer Nature
65 rdf:type schema:Periodical
66 sg:person.013222105727.64 schema:affiliation grid-institutes:grid.11951.3d
67 schema:familyName Neuse
68 schema:givenName Eberhard W.
69 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013222105727.64
70 rdf:type schema:Person
71 sg:person.01334067650.26 schema:affiliation grid-institutes:grid.11951.3d
72 schema:familyName Swarts
73 schema:givenName Jannie C.
74 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01334067650.26
75 rdf:type schema:Person
76 sg:person.015371576045.87 schema:affiliation grid-institutes:grid.11951.3d
77 schema:familyName Lamprecht
78 schema:givenName Gert J.
79 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015371576045.87
80 rdf:type schema:Person
81 sg:pub.10.1007/3-540-50130-4_3 schema:sameAs https://app.dimensions.ai/details/publication/pub.1035090550
82 https://doi.org/10.1007/3-540-50130-4_3
83 rdf:type schema:CreativeWork
84 sg:pub.10.1007/978-1-4613-0669-6_8 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040653645
85 https://doi.org/10.1007/978-1-4613-0669-6_8
86 rdf:type schema:CreativeWork
87 sg:pub.10.1007/978-94-011-7568-5 schema:sameAs https://app.dimensions.ai/details/publication/pub.1003148057
88 https://doi.org/10.1007/978-94-011-7568-5
89 rdf:type schema:CreativeWork
90 sg:pub.10.1007/bf00390468 schema:sameAs https://app.dimensions.ai/details/publication/pub.1013794152
91 https://doi.org/10.1007/bf00390468
92 rdf:type schema:CreativeWork
93 sg:pub.10.1007/bf00701316 schema:sameAs https://app.dimensions.ai/details/publication/pub.1048462478
94 https://doi.org/10.1007/bf00701316
95 rdf:type schema:CreativeWork
96 sg:pub.10.1007/bf00909955 schema:sameAs https://app.dimensions.ai/details/publication/pub.1044057551
97 https://doi.org/10.1007/bf00909955
98 rdf:type schema:CreativeWork
99 sg:pub.10.1007/bf01024018 schema:sameAs https://app.dimensions.ai/details/publication/pub.1036713621
100 https://doi.org/10.1007/bf01024018
101 rdf:type schema:CreativeWork
102 sg:pub.10.1007/bf02144058 schema:sameAs https://app.dimensions.ai/details/publication/pub.1035715509
103 https://doi.org/10.1007/bf02144058
104 rdf:type schema:CreativeWork
105 grid-institutes:grid.11951.3d schema:alternateName Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa
106 schema:name Department of Chemistry, University of the Witwatersrand, 2050, WITS, Republic of South Africa
107 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...