Enzymatic reactions in aqueous-organic media. VIII. Medium effect and nucleophile specificity in subtilisin-catalyzed peptide synthesis in organic solvents View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1988-12

AUTHORS

Hideo Kise, Keiichi Fujimoto

ABSTRACT

Subtilisin Carlsberg and subtilisin BPN' (nagarse) catalyze peptide bond formation from aromatic amino acid esters and glycinamide in hydrophilic organic solvents. The activities of subtilisin and product compositions are different in several organic solvents; reactions in acetonitrile, tetrahydrofuran, and propylene carbonate gave the peptide in excellent yields, while in N,N-dimethylformamide and methanol the enzyme activity was largely retarded. The yield of the peptide is also dependent on water content in the reaction solutions. Optimum water contents are in the range from 3 to 7 %. The reaction is strongly specific for glycinamide as an amine component, and amides of alanine, valine, and leucine gave the corresponding peptides in poor yields. More... »

PAGES

883-888

Journal

TITLE

Biotechnology Letters

ISSUE

12

VOLUME

10

Author Affiliations

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf01027000

DOI

http://dx.doi.org/10.1007/bf01027000

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1040763058


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/2008/0305", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Organic Chemistry", 
        "type": "DefinedTerm"
      }, 
      {
        "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"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "University of Tsukuba", 
          "id": "https://www.grid.ac/institutes/grid.20515.33", 
          "name": [
            "Institute of Materials Science, University of Tsukuba, Tsukuba, Ibaraki 305, Japan"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Kise", 
        "givenName": "Hideo", 
        "id": "sg:person.015124760047.86", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015124760047.86"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "University of Tsukuba", 
          "id": "https://www.grid.ac/institutes/grid.20515.33", 
          "name": [
            "Institute of Materials Science, University of Tsukuba, Tsukuba, Ibaraki 305, Japan"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Fujimoto", 
        "givenName": "Keiichi", 
        "id": "sg:person.012330054237.78", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012330054237.78"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "https://doi.org/10.1016/s0040-4020(01)81493-9", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1007389171"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/bit.260190908", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1032659459"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/s0040-4020(01)91818-6", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1036573438"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/bit.260171107", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1042446085"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/bit.260261003", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1050586071"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/bf01025555", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1051158540", 
          "https://doi.org/10.1007/bf01025555"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1246/bcsj.60.3613", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1053153754"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/bi00617a023", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055182844"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/ja00210a045", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055714471"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1126/science.6729453", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1062640076"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "1988-12", 
    "datePublishedReg": "1988-12-01", 
    "description": "Subtilisin Carlsberg and subtilisin BPN' (nagarse) catalyze peptide bond formation from aromatic amino acid esters and glycinamide in hydrophilic organic solvents. The activities of subtilisin and product compositions are different in several organic solvents; reactions in acetonitrile, tetrahydrofuran, and propylene carbonate gave the peptide in excellent yields, while in N,N-dimethylformamide and methanol the enzyme activity was largely retarded. The yield of the peptide is also dependent on water content in the reaction solutions. Optimum water contents are in the range from 3 to 7 %. The reaction is strongly specific for glycinamide as an amine component, and amides of alanine, valine, and leucine gave the corresponding peptides in poor yields.", 
    "genre": "research_article", 
    "id": "sg:pub.10.1007/bf01027000", 
    "inLanguage": [
      "en"
    ], 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1289037", 
        "issn": [
          "0951-208X", 
          "1573-6784"
        ], 
        "name": "Biotechnology Letters", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "12", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "10"
      }
    ], 
    "name": "Enzymatic reactions in aqueous-organic media. VIII. Medium effect and nucleophile specificity in subtilisin-catalyzed peptide synthesis in organic solvents", 
    "pagination": "883-888", 
    "productId": [
      {
        "name": "readcube_id", 
        "type": "PropertyValue", 
        "value": [
          "c22dc55e58c68cadae31dc13ab656e6a9444d75ce4984391b673a455c34e0071"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/bf01027000"
        ]
      }, 
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1040763058"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/bf01027000", 
      "https://app.dimensions.ai/details/publication/pub.1040763058"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2019-04-10T15:48", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-uberresearch-data-dimensions-target-20181106-alternative/cleanup/v134/2549eaecd7973599484d7c17b260dba0a4ecb94b/merge/v9/a6c9fde33151104705d4d7ff012ea9563521a3ce/jats-lookup/v90/0000000001_0000000264/records_8664_00000496.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "http://link.springer.com/10.1007/BF01027000"
  }
]
 

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/bf01027000'

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/bf01027000'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/bf01027000'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/bf01027000'


 

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

99 TRIPLES      21 PREDICATES      37 URIs      19 LITERALS      7 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/bf01027000 schema:about anzsrc-for:03
2 anzsrc-for:0305
3 schema:author N140c0e83432b4571be27df784a85f964
4 schema:citation sg:pub.10.1007/bf01025555
5 https://doi.org/10.1002/bit.260171107
6 https://doi.org/10.1002/bit.260190908
7 https://doi.org/10.1002/bit.260261003
8 https://doi.org/10.1016/s0040-4020(01)81493-9
9 https://doi.org/10.1016/s0040-4020(01)91818-6
10 https://doi.org/10.1021/bi00617a023
11 https://doi.org/10.1021/ja00210a045
12 https://doi.org/10.1126/science.6729453
13 https://doi.org/10.1246/bcsj.60.3613
14 schema:datePublished 1988-12
15 schema:datePublishedReg 1988-12-01
16 schema:description Subtilisin Carlsberg and subtilisin BPN' (nagarse) catalyze peptide bond formation from aromatic amino acid esters and glycinamide in hydrophilic organic solvents. The activities of subtilisin and product compositions are different in several organic solvents; reactions in acetonitrile, tetrahydrofuran, and propylene carbonate gave the peptide in excellent yields, while in N,N-dimethylformamide and methanol the enzyme activity was largely retarded. The yield of the peptide is also dependent on water content in the reaction solutions. Optimum water contents are in the range from 3 to 7 %. The reaction is strongly specific for glycinamide as an amine component, and amides of alanine, valine, and leucine gave the corresponding peptides in poor yields.
17 schema:genre research_article
18 schema:inLanguage en
19 schema:isAccessibleForFree false
20 schema:isPartOf N554c29f91cba48a5991212cfe2a49dc8
21 N8269b7b9b2104275bc6b4d18caf204bc
22 sg:journal.1289037
23 schema:name Enzymatic reactions in aqueous-organic media. VIII. Medium effect and nucleophile specificity in subtilisin-catalyzed peptide synthesis in organic solvents
24 schema:pagination 883-888
25 schema:productId N68bd4747d00f4be3a90334664197e64c
26 Nf0a9c5b368d14664b2ce8b502c9ec6d0
27 Nfacc66163faa460fb77e358a05c8faa3
28 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040763058
29 https://doi.org/10.1007/bf01027000
30 schema:sdDatePublished 2019-04-10T15:48
31 schema:sdLicense https://scigraph.springernature.com/explorer/license/
32 schema:sdPublisher Neb8beb945983483bac84603cd9f853d1
33 schema:url http://link.springer.com/10.1007/BF01027000
34 sgo:license sg:explorer/license/
35 sgo:sdDataset articles
36 rdf:type schema:ScholarlyArticle
37 N140c0e83432b4571be27df784a85f964 rdf:first sg:person.015124760047.86
38 rdf:rest Na9169260adef4d83b8ab13a8a0ece3aa
39 N554c29f91cba48a5991212cfe2a49dc8 schema:volumeNumber 10
40 rdf:type schema:PublicationVolume
41 N68bd4747d00f4be3a90334664197e64c schema:name readcube_id
42 schema:value c22dc55e58c68cadae31dc13ab656e6a9444d75ce4984391b673a455c34e0071
43 rdf:type schema:PropertyValue
44 N8269b7b9b2104275bc6b4d18caf204bc schema:issueNumber 12
45 rdf:type schema:PublicationIssue
46 Na9169260adef4d83b8ab13a8a0ece3aa rdf:first sg:person.012330054237.78
47 rdf:rest rdf:nil
48 Neb8beb945983483bac84603cd9f853d1 schema:name Springer Nature - SN SciGraph project
49 rdf:type schema:Organization
50 Nf0a9c5b368d14664b2ce8b502c9ec6d0 schema:name doi
51 schema:value 10.1007/bf01027000
52 rdf:type schema:PropertyValue
53 Nfacc66163faa460fb77e358a05c8faa3 schema:name dimensions_id
54 schema:value pub.1040763058
55 rdf:type schema:PropertyValue
56 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
57 schema:name Chemical Sciences
58 rdf:type schema:DefinedTerm
59 anzsrc-for:0305 schema:inDefinedTermSet anzsrc-for:
60 schema:name Organic Chemistry
61 rdf:type schema:DefinedTerm
62 sg:journal.1289037 schema:issn 0951-208X
63 1573-6784
64 schema:name Biotechnology Letters
65 rdf:type schema:Periodical
66 sg:person.012330054237.78 schema:affiliation https://www.grid.ac/institutes/grid.20515.33
67 schema:familyName Fujimoto
68 schema:givenName Keiichi
69 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012330054237.78
70 rdf:type schema:Person
71 sg:person.015124760047.86 schema:affiliation https://www.grid.ac/institutes/grid.20515.33
72 schema:familyName Kise
73 schema:givenName Hideo
74 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015124760047.86
75 rdf:type schema:Person
76 sg:pub.10.1007/bf01025555 schema:sameAs https://app.dimensions.ai/details/publication/pub.1051158540
77 https://doi.org/10.1007/bf01025555
78 rdf:type schema:CreativeWork
79 https://doi.org/10.1002/bit.260171107 schema:sameAs https://app.dimensions.ai/details/publication/pub.1042446085
80 rdf:type schema:CreativeWork
81 https://doi.org/10.1002/bit.260190908 schema:sameAs https://app.dimensions.ai/details/publication/pub.1032659459
82 rdf:type schema:CreativeWork
83 https://doi.org/10.1002/bit.260261003 schema:sameAs https://app.dimensions.ai/details/publication/pub.1050586071
84 rdf:type schema:CreativeWork
85 https://doi.org/10.1016/s0040-4020(01)81493-9 schema:sameAs https://app.dimensions.ai/details/publication/pub.1007389171
86 rdf:type schema:CreativeWork
87 https://doi.org/10.1016/s0040-4020(01)91818-6 schema:sameAs https://app.dimensions.ai/details/publication/pub.1036573438
88 rdf:type schema:CreativeWork
89 https://doi.org/10.1021/bi00617a023 schema:sameAs https://app.dimensions.ai/details/publication/pub.1055182844
90 rdf:type schema:CreativeWork
91 https://doi.org/10.1021/ja00210a045 schema:sameAs https://app.dimensions.ai/details/publication/pub.1055714471
92 rdf:type schema:CreativeWork
93 https://doi.org/10.1126/science.6729453 schema:sameAs https://app.dimensions.ai/details/publication/pub.1062640076
94 rdf:type schema:CreativeWork
95 https://doi.org/10.1246/bcsj.60.3613 schema:sameAs https://app.dimensions.ai/details/publication/pub.1053153754
96 rdf:type schema:CreativeWork
97 https://www.grid.ac/institutes/grid.20515.33 schema:alternateName University of Tsukuba
98 schema:name Institute of Materials Science, University of Tsukuba, Tsukuba, Ibaraki 305, Japan
99 rdf:type schema:Organization
 




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


...