Synthesis and Crystal Structure Determination of Cyclosporin H

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Title:Synthesis and Crystal Structure Determination of Cyclosporin H
Creators:
Jegorov, Alexandr
Cvak, Ladislav
Husek, Aleš
Šimek, Petr
Heydová, Anna
Ondráček, Jan
Pakhomova, Svetlana
Hušák, Michal
Kratochvíl, Bohumil
Sedmera, Petr
Havlíček, Vladimír
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 65, 8, pp. 1317-1328
Uncontrolled Keywords:Peptides, Amino acids, Conformation analysis, X-Ray diffraction, Crystal structure determination, Racemization, Cyclosporins, Hydrolysis, Immunosuppressants

Abstract

Acid-catalyzed degradation of cyclosporin A was studied in various solvents and products of reaction were monitored by HPLC. Identification of amino acids and their chirality were determined after hydrolysis and derivatization by GC-MS. Cyclosporin H was isolated as the principal product and its structure was determined by X-ray diffraction: Cyclosporin H- diethyl ether-water (1&nbsp;:&nbsp;0.5&nbsp;:&nbsp;1) crystallizes in the monoclinic space group <i>I2</i> with <i>a</i> = 12.338(2) Å, <i>b</i> = 18.963(2) Å, <i>c</i> = 34.074(3) Å, β = 96.47(2)°, <i>Z</i> = 4, and <i>V</i> = 7&nbsp;921.4(17) Å<sup>3</sup>. <p>

Title:Synthesis and Crystal Structure Determination of Cyclosporin H
Creators:
Jegorov, Alexandr
Cvak, Ladislav
Husek, Aleš
Šimek, Petr
Heydová, Anna
Ondráček, Jan
Pakhomova, Svetlana
Hušák, Michal
Kratochvíl, Bohumil
Sedmera, Petr
Havlíček, Vladimír
Uncontrolled Keywords:Peptides, Amino acids, Conformation analysis, X-Ray diffraction, Crystal structure determination, Racemization, Cyclosporins, Hydrolysis, Immunosuppressants
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:65
Number:8
Page Range:pp. 1317-1328
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20001317UNSPECIFIED
ID Code:1718
Item Type:Article
Deposited On:06 Feb 2009 17:12
Last Modified:06 Feb 2009 16:12

Citation

Jegorov, Alexandr; Cvak, Ladislav; Husek, Aleš; Šimek, Petr; Heydová, Anna; Ondráček, Jan; Pakhomova, Svetlana; Hušák, Michal; Kratochvíl, Bohumil; Sedmera, Petr; Havlíček, Vladimír (2000) Synthesis and Crystal Structure Determination of Cyclosporin H. Collection of Czechoslovak Chemical Communications, 65 (8). pp. 1317-1328. ISSN 0010-0765

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