The structure of a new cyclosporin A solvated form

The structure of cyclosporin A dimethyl isosorbide solvate (C · C , CsA · DMI) was solved using direct methods and refined anisotropically to the value of 0.091 for 7120 observed independent reflections. The title compound crystallizes in the monoclinic space group with lattice parameters = 15.521(2...

Full description

Saved in:
Bibliographic Details
Published inZeitschrift für Kristallographie. Crystalline materials Vol. 211; no. 5; pp. 313 - 318
Format Journal Article
LanguageEnglish
Published De Gruyter Oldenbourg 01.05.1996
Online AccessGet full text

Cover

Abstract The structure of cyclosporin A dimethyl isosorbide solvate (C · C , CsA · DMI) was solved using direct methods and refined anisotropically to the value of 0.091 for 7120 observed independent reflections. The title compound crystallizes in the monoclinic space group with lattice parameters = 15.521(2) Å, = 20.833(3) Å, = 12.949(3) Å, = 100.21(1)°, = 2. In comparison with the structures of CsA monohydrate or dihydrate, the molecular shape of CsA · DMI differs in the backbone conformation ( , , ) and in the opposite MeBmt side-chain orientation ( ), which permits to form the new H-bond contact MeBmt OH-Sar CO. The H-bond contact -Ala NH-MeLeu CO is absent in the structure of CsA · DMI.
AbstractList Abstract The structure of cyclosporin A dimethyl isosorbide solvate (C 62 H 111 N 11 O 12 · C 8 H 14 O 4 , CsA · DMI) was solved using direct methods and refined anisotropically to the R value of 0.091 for 7120 observed independent reflections. The title compound crystallizes in the monoclinic space group P 2 1 with lattice parameters a = 15.521(2) Å, b = 20.833(3) Å, c = 12.949(3) Å, β = 100.21(1)°, Z = 2. In comparison with the structures of CsA monohydrate or dihydrate, the molecular shape of CsA · DMI differs in the backbone conformation ( ψ 1 , ψ 7 , φ 8 ) and in the opposite MeBmt 1 side-chain orientation ( χ 1 ), which permits to form the new H-bond contact MeBmt 1 OH-Sar 3 CO. The H-bond contact d -Ala 8 NH-MeLeu 6 CO is absent in the structure of CsA · DMI.
The structure of cyclosporin A dimethyl isosorbide solvate (C · C , CsA · DMI) was solved using direct methods and refined anisotropically to the value of 0.091 for 7120 observed independent reflections. The title compound crystallizes in the monoclinic space group with lattice parameters = 15.521(2) Å, = 20.833(3) Å, = 12.949(3) Å, = 100.21(1)°, = 2. In comparison with the structures of CsA monohydrate or dihydrate, the molecular shape of CsA · DMI differs in the backbone conformation ( , , ) and in the opposite MeBmt side-chain orientation ( ), which permits to form the new H-bond contact MeBmt OH-Sar CO. The H-bond contact -Ala NH-MeLeu CO is absent in the structure of CsA · DMI.
BookMark eNp9j8tOwzAQRS1UJErpF7DxDyTYGdupl6XiJVViU9ZW6oyhJY0rO6EKX49DWTObezfnas41mbS-RUJuOcu5LMTd92fY5VxrlRec5zIHDhdkWnCtspIzOfntIhNaqCsyj3HP0mkNIMopKTYfSGMXetv1Aal3tKItnqgdbOPj0YddS5c0-uar6rCmzofDDbl0VRNx_pcz8vb4sFk9Z-vXp5fVcp1ZANllSjmxlUJIW2q9AARlkUlR4wKLBYdCgeRuq1AIJoTTJXOgBVQSJbOwrTXMCJx3bfAxBnTmGHaHKgyGMzOam9HcjOYmmRtpknmi7s_UqWo6DDW-h35Ixex9H9r07390KnIc-QFdkWLi
CitedBy_id crossref_primary_10_1034_j_1399_3011_2001_00868_x
crossref_primary_10_1135_cccc20001317
crossref_primary_10_1107_S2056989020006647
crossref_primary_10_1021_acs_jmedchem_1c00580
crossref_primary_10_1515_zkri_2020_0030
crossref_primary_10_1135_cccc20001950
crossref_primary_10_1016_S0162_0134_03_00288_5
Cites_doi 10.1107/S0021889887008665
10.1023/A:1015807413141
10.1021/ja00204a005
10.1002/hlca.19850680319
10.1002/hlca.19940770120
10.1007/BF00156614
10.1021/ja00033a048
10.1021/ja00033a047
10.1023/A:1016456127893
10.1002/hlca.19910740833
10.1111/j.1399-3011.1992.tb00314.x
10.1093/protein/7.5.597
10.1016/0097-8485(83)85001-3
10.1002/prot.340150402
10.1073/pnas.90.24.11850
10.1006/jmbi.1993.1664
10.1016/S0969-2126(94)00098-0
10.1021/jm00076a002
10.1016/S0969-2126(00)00006-X
10.1038/361088a0
10.1016/0378-4347(94)00211-8
ContentType Journal Article
DBID AAYXX
CITATION
DOI 10.1524/zkri.1996.211.5.313
DatabaseName CrossRef
DatabaseTitle CrossRef
DatabaseTitleList CrossRef
DeliveryMethod fulltext_linktorsrc
Discipline Engineering
EISSN 2196-7105
Editor Hušák, M.
Jegorov, A.
Kratochvíl, B.
Andrýsek, T.
Stuchlík, M.
Mat'ha, V.
Editor_xml – sequence: 1
  givenname: M.
  surname: Hušák
  fullname: Hušák, M.
– sequence: 2
  givenname: B.
  surname: Kratochvíl
  fullname: Kratochvíl, B.
– sequence: 3
  givenname: A.
  surname: Jegorov
  fullname: Jegorov, A.
– sequence: 4
  givenname: V.
  surname: Mat'ha
  fullname: Mat'ha, V.
– sequence: 5
  givenname: M.
  surname: Stuchlík
  fullname: Stuchlík, M.
– sequence: 6
  givenname: T.
  surname: Andrýsek
  fullname: Andrýsek, T.
EndPage 318
ExternalDocumentID 10_1524_zkri_1996_211_5_313
10_1524_zkri_1996_211_5_3132115313
GroupedDBID 0R~
9-L
AAAEU
AAFPC
AAGVJ
AAKRG
AALGR
AAOWA
AAPBV
AAPJK
AASQN
AAWFC
AAXCG
AAXMT
ABABW
ABAQN
ABFKT
ABMIY
ABPLS
ABRDF
ABRQL
ABYBW
ACEFL
ACGFS
ACMKP
ACXLN
ADALX
ADEQT
ADGQD
ADGYE
ADOZN
AEDGQ
AEGVQ
AEICA
AEKEB
AEQDQ
AERZL
AFAUI
AFBAA
AFBQV
AFGNR
AFYRI
AGWTP
AHVWV
AHXUK
AIKXB
ALMA_UNASSIGNED_HOLDINGS
AMAVY
ASYPN
AZMOX
BAKPI
BBCWN
BBDJO
BCIFA
BDLBQ
EBS
EJD
FSTRU
HZ~
IY9
O9-
QD8
AAILP
AAYXX
ABJNI
ABVMU
ABWLS
AGBEV
CITATION
DBYYV
KDIRW
SLJYH
UK5
ID FETCH-LOGICAL-c335t-66f4b5445c79983e36ce054de8e281326351fb6e44044f970f3943a5e50c3bd93
ISSN 2194-4946
IngestDate Thu Sep 12 17:49:46 EDT 2024
Fri Nov 25 00:41:02 EST 2022
IsPeerReviewed true
IsScholarly true
Issue 5
Language English
LinkModel OpenURL
MergedId FETCHMERGED-LOGICAL-c335t-66f4b5445c79983e36ce054de8e281326351fb6e44044f970f3943a5e50c3bd93
PageCount 6
ParticipantIDs crossref_primary_10_1524_zkri_1996_211_5_313
walterdegruyter_journals_10_1524_zkri_1996_211_5_3132115313
PublicationCentury 1900
PublicationDate 1996-5-1
PublicationDateYYYYMMDD 1996-05-01
PublicationDate_xml – month: 05
  year: 1996
  text: 1996-5-1
  day: 01
PublicationDecade 1990
PublicationTitle Zeitschrift für Kristallographie. Crystalline materials
PublicationYear 1996
Publisher De Gruyter Oldenbourg
Publisher_xml – name: De Gruyter Oldenbourg
References p_17
p_2
p_18
p_29
Giron D. (p_5) 1989
p_19
p_12
p_3
p_13
p_24
p_14
p_25
p_15
p_26
p_8
p_7
Knott R. B. (p_9) 1990; 46
Altomare A. (p_1) 1994; 27
Ko S. Y. (p_10) 1992; 40
p_30
p_20
p_21
p_11
p_22
References_xml – ident: p_25
  doi: 10.1107/S0021889887008665
– ident: p_30
  doi: 10.1023/A:1015807413141
– ident: p_18
  doi: 10.1021/ja00204a005
– volume: 27
  start-page: 435
  year: 1994
  ident: p_1
  publication-title: J. Appl. Crystallogr.
  contributor:
    fullname: Altomare A.
– ident: p_14
  doi: 10.1002/hlca.19850680319
– ident: p_13
  doi: 10.1002/hlca.19940770120
– ident: p_22
  doi: 10.1007/BF00156614
– ident: p_12
  doi: 10.1021/ja00033a048
– ident: p_11
  doi: 10.1021/ja00033a047
– ident: p_20
  doi: 10.1023/A:1016456127893
– ident: p_21
  doi: 10.1002/hlca.19910740833
– volume: 40
  start-page: 380
  year: 1992
  ident: p_10
  publication-title: Int. J. Pept. Prot. Res.
  doi: 10.1111/j.1399-3011.1992.tb00314.x
  contributor:
    fullname: Ko S. Y.
– ident: p_17
  doi: 10.1093/protein/7.5.597
– ident: p_19
  doi: 10.1016/0097-8485(83)85001-3
– ident: p_26
  doi: 10.1002/prot.340150402
– ident: p_7
  doi: 10.1073/pnas.90.24.11850
– ident: p_15
  doi: 10.1006/jmbi.1993.1664
– ident: p_2
  doi: 10.1016/S0969-2126(94)00098-0
– ident: p_3
  doi: 10.1021/jm00076a002
– ident: p_8
  doi: 10.1016/S0969-2126(00)00006-X
– ident: p_24
  doi: 10.1038/361088a0
– ident: p_29
  doi: 10.1016/0378-4347(94)00211-8
– volume: 46
  start-page: 1528
  year: 1990
  ident: p_9
  publication-title: A. Acta Crystallogr.
  contributor:
    fullname: Knott R. B.
– start-page: 3843054
  year: 1989
  ident: p_5
  publication-title: Ger. Offen. DE
  contributor:
    fullname: Giron D.
SSID ssj0000993347
Score 1.5303701
Snippet The structure of cyclosporin A dimethyl isosorbide solvate (C · C , CsA · DMI) was solved using direct methods and refined anisotropically to the value of...
Abstract The structure of cyclosporin A dimethyl isosorbide solvate (C 62 H 111 N 11 O 12 · C 8 H 14 O 4 , CsA · DMI) was solved using direct methods and...
SourceID crossref
walterdegruyter
SourceType Aggregation Database
Publisher
StartPage 313
Title The structure of a new cyclosporin A solvated form
URI http://www.degruyter.com/doi/10.1524/zkri.1996.211.5.313
Volume 211
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Rb9MwELbQ-sIeJgZMG7DJD7yVhCZnO4321FaFCQmeNjTxEsWOPVVMLQoB1P167uIkDWWqGC-RZSmX5L74_J19d2bsdeyctFrLAKceFYiiEIGWZhyMkV1rm4ACTbnDHz-piyvx4VpetweNN9kllQ7N3b15Jf-DKvYhrpQl-wBkO6HYgW3EF6-IMF7_GWNfAJa2AepMR2TJQ7M2tytyV2ktY4iv8DMnXkn0tM9Fv9hFhb5tuXDV0NGG-XRW-kFPm_F1JeuFDYezcl33EB1Feuu_a7NY4OOL29A8b1PQPolApM2qn237FIVkyr5RjKOoh77smTjwuaPNbAneev5liGUsUHt3X8sF5UOqEOWFMuzu7Ze93pqOuiBBck9QTEZCMhKSoZBMZkCHFA_iJJXobA8m76fzz92qGvJdgPpUue5Lm1JTKOntPa_zBx05-FWHKBT2pvyxrtot8ZppXD5hB42LwCce70P2yC6fsv1e4chnLEbkeYc8Xzmec0Se95DnE94izwn55-zq3fxydhE0p18EBkBWgVJOaCqVZBJ0icGCMhb5dWHHNh5HQEWEIqeVpQKPwqXJyEEqIJdWjgzoIoUjtrdcLe0x44mVLhmRb4wOsZGQq1GOzDfKXa7zNNEn7E2rhOybL3KS7dD-CTvfUlTWDIrvu27DBhp8ePGwh71kjzc_8iu2h6q1p8gDK33WgP8b3AhZmw
link.rule.ids 315,786,790,27957,27958
linkProvider Walter de Gruyter
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=The+structure+of+a+new+cyclosporin+A+solvated+form&rft.jtitle=Zeitschrift+f%C3%BCr+Kristallographie.+Crystalline+materials&rft.date=1996-05-01&rft.issn=2194-4946&rft.eissn=2196-7105&rft.volume=211&rft.issue=5&rft.spage=313&rft.epage=318&rft_id=info:doi/10.1524%2Fzkri.1996.211.5.313&rft.externalDBID=n%2Fa&rft.externalDocID=10_1524_zkri_1996_211_5_313
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2194-4946&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2194-4946&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2194-4946&client=summon