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The cis,cis-proline isomer of ceratospong­amide

✍ Scribed by Doi, Mitsunobu ;Yumiba, Aiko ;Asano, Akiko

Publisher
International Union of Crystallography
Year
2001
Tongue
English
Weight
343 KB
Volume
58
Category
Article
ISSN
1600-5368

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✦ Synopsis

Ceratospongamide,

cyclo(-Ile-Oxz-Phe-Pro-Thz-Phe-Pro-) (Oxz = oxazoline and Thz = thiazole), C 41 H 49 N 7 O 6 S, is a thiazole-containing cyclic peptide isolated from marine sources. Two stable isomers are known and the structure of the cis,cis-isomer has been determined. The peptide ring is folded in a new manner for thiazole-containing peptides. The thiazole ring faces the amide bond plane between the Oxz and Phe residues, with %±% interactions. This interaction stabilizes the peptide conformation with no hydrogen bonding.

📜 SIMILAR VOLUMES

cis,cis-Ceratospong­amide monohydrate
cis,cis-Ceratospong­amide monohydrate
✍ Doi, Mitsunobu ;Asano, Akiko 📂 Article 📅 2002 🏛 International Union of Crystallography 🌐 English ⚖ 422 KB

Single-crystal X-ray study T = 100 K Mean '(C±C) = 0.006 A Ê R factor = 0.056 wR factor = 0.141 Data-to-parameter ratio = 16.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.

ChemInform Abstract: Total Synthesis of
ChemInform Abstract: Total Synthesis of cis,cis-Ceratospongamide, a Bioactive Thiazole-Containing Cyclic Peptide from Marine Origin.
✍ Fumiaki Yokokawa; Hirofumi Sameshima; Takayuki Shioiri 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB 👁 2 views

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