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86701-12-4
  • Ascidiacyclamide

  • names:

    Ascidiacyclamide

  • CAS號(hào):

    86701-12-4

    MDL Number:
  • MF(分子式): C36H52N8O6S2 MW(分子量): 756.982
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Ascidiacyclamide
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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(hào) 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(chǔ)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(shuō)明 Ascidiacyclamide(CAS:86701-12-4):僅限應(yīng)用于工業(yè)或者科學(xué)研究過(guò)程中非醫(yī)療目的,不應(yīng)用于人類(lèi)或動(dòng)物的臨床診斷以及治過(guò)程療,該產(chǎn)品非藥用,非食用。
IntroductionAscidiacyclamide is a cytotoxic cyclic peptide from the marine tunicate Ascidian.
Application1
Application2
Application3
警示圖
危險(xiǎn)性 Warning
危險(xiǎn)性警示
安全聲明
安全防護(hù)
備注
[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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