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Ascidiacyclamide

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names：
Ascidiacyclamide
CAS號：
86701-12-4
MDL Number：
MF(分子式)： C36H52N8O6S2 MW(分子量)： 756.982
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文別名	(4S,7R,8S,11R,18S,21R,22S,25R)-4,18-bis[(2S)-butan-2-yl]-7,21-dimethyl-11,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo[24.2.1.15,8.112,15.119,22]dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone
英文別名	Ascidiacyclamide
CAS號	86701-12-4
Inchi	InChI=1S/C36H52N8O6S2/c1-11-17(7)25-33-43-27(19(9)49-33)31(47)39-24(16(5)6)36-38-22(14-52-36)30(46)42-26(18(8)12-2)34-44-28(20(10)50-34)32(48)40-23(15(3)4)35-37-21(13-51-35)29(45)41-25/h13-20,23-28H,11-12H2,1-10H3,(H,39,47)(H,40,48)(H,41,45)(H,42,46)/t17-,18-,19+,20+,23+,24+,25-,26-,27-,28-/m0/s1
InchiKey	QBRRPBPLIGDANJ-AXCFFLBZSA-N
分子式 Formula	C36H52N8O6S2
分子量 Molecular Weight	756.982
溶解度Solubility
性狀	Solid powder
儲藏條件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

產(chǎn)品說明	Ascidiacyclamide(CAS:86701-12-4):僅限應(yīng)用于工業(yè)或者科學(xué)研究過程中非醫(yī)療目的，不應(yīng)用于人類或動物的臨床診斷以及治過程療，該產(chǎn)品非藥用，非食用。
Introduction	Ascidiacyclamide is a cytotoxic cyclic peptide from the marine tunicate Ascidian.
Application1
Application2
Application3

警示圖
危險性	Warning
危險性警示
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[1]Jaspars M. The origins of cyanobactin chemistry and biology. Chem Commun (Camb). 2014 Sep 14;50(71):10174-6. doi: 10.1039/c3cc49252d. Review. PubMed PMID: 25068542.

[2]Comba P, Gahan LR, Hanson GR, Maeder M, Westphal M. Carbonic anhydrase activity of dinuclear Cu(II) complexes with patellamide model ligands. Dalton Trans. 2014 Feb 28;43(8):3144-52. doi: 10.1039/c3dt53135j. PubMed PMID: 24326405.

[3] Asano A, Minoura K, Yamada T, Doi M. Conformational transformation of ascidiacyclamide analogues induced by incorporating enantiomers of phenylalanine, 1-naphthylalanine or 2-naphthylalanine. J Pept Sci. 2016 Mar;22(3):156-65. doi: 10.1002/psc.2853. PubMed PMID: 26856689.

[4] Asano A, Yamada T, Doi M. Modulating the structure of phenylalanine-incorporated ascidiacyclamide through fluorination. J Pept Sci. 2014 Oct;20(10):794-802. doi: 10.1002/psc.2668. Epub 2014 Jul 1. PubMed PMID: 24985333.

[5] Asano A, Doi M, Kobayashi K, Arimoto M, Ishida T, Katsuya Y, Mezaki Y, Hasegawa H, Nakai M, Sasaki M, Taniguchi T, Terashima A. Effects of amino acids and chirality for molecular folding of desoxazoline-ascidiacyclamide derivatives: X-ray crystal structures of four cyclic octapeptides including unusual amino acids, cyclo(-Ile-aThr-D-Val-Thz-)(2), cyclo(-Ala-aThr-D-Val-Thz-Ile-aThr-D-Val-Thz-), cyclo(-Val-aThr-D-Val-Thz-Ile-aThr-D-Val-Thz-), and cyclo(-Ile-aThr-Val-Thz-Ile-aThr-D-Val-Thz-). Biopolymers. 2001 Mar;58(3):295-304. PubMed PMID: 11169389.

6: Asano A, Numata S, Yamada T, Minoura K, Doi M. Conformational properties of ascydiacyclamide analogues with cyclic α-amino acids instead of oxazoline residues. Bioorg Med Chem. 2017 Dec 15;25(24):6554-6562. doi: 10.1016/j.bmc.2017.10.029. Epub 2017 Oct 26. PubMed PMID: 29097029.7: Doi M, Shinozaki F, In Y, Ishida T, Yamamoto D, Kamigauchi M, Sugiura M, Hamada Y, Kohda K, Shioiri T. Conformational change of ascidiacyclamide caused by asymmetric modification for an isoleucine residue: structural analyses of [Gly], [Leu], and [Phe]ascidiacyclamides by x-ray diffraction and NMR spectroscopy. Biopolymers. 1999 May;49(6):459-69. PubMed PMID: 10193193.8: Asano A, Yamada T, Doi M. The square conformation of phenylglycine-incorporated ascidiacyclamide is stabilized by CH/π interactions between amino acid side chains. Bioorg Med Chem. 2011 Jun 1;19(11):3372-7. doi: 10.1016/j.bmc.2011.04.036. Epub 2011 Apr 22. PubMed PMID: 21592800.9: Asano A, Yamada T, Numata A, Doi M. Cyclo(-Cha-Oxz-D-Val-Thz-Ile-Oxz-D-Val-Thz-) N,N-dimethylacetamide dihydrate: a square form of cyclohexylalanine-incorporated ascidiacyclamide having the strongest cytotoxicity. Acta Crystallogr C. 2003 Sep;59(Pt 9):o488-90. Epub 2003 Aug 9. PubMed PMID: 12944653.10: Ishida T, In Y, Doi M, Inoue M, Hamada Y, Shioiri T. Molecular conformation of ascidiacyclamide, a cytotoxic cyclic peptide from Ascidian: X-ray analyses of its free form and solvate crystals. Biopolymers. 1992 Feb;32(2):131-43. PubMed PMID: 1637988.1

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