23623-31-6|Lankacidins|N-((1S,2R,3E,5E,7S,9E,11E,13S,15R,19R)-7,13-dihydroxy-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo[13.2.2]nonadeca-3,5,9,11-tetraen-2-yl)-2-oxopropanamide|-范德生物科技公司

Lankacidins

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names：
N-((1S,2R,3E,5E,7S,9E,11E,13S,15R,19R)-7,13-dihydroxy-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo[13.2.2]nonadeca-3,5,9,11-tetraen-2-yl)-2-oxopropanamide
CAS号：
23623-31-6
MDL Number：
MF(分子式)： C25H33NO7 MW(分子量)： 459.53
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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询价

中文别名	Lankacidins
英文别名	Lankacidins; Lankacidin C; Lankacidin; Antibiotic T-2636 C; Bundlin A; NSC 145118; NSC-145118; NSC145118; T-2636C; T 2636C; T2636C;
CAS号	23623-31-6
SMILES	CC(C(N[C@H](/C=C(C)/C=C/[C@@H](O)C/C=C(C)/C=C/[C@@H](O)C[C@@]1([H])O2)[C@](C([C@@H]1C)=O)(C)C2=O)=O)=O
Inchi	InChI=1S/C25H33NO7/c1-14-6-9-18(28)10-8-15(2)12-21(26-23(31)17(4)27)25(5)22(30)16(3)20(33-24(25)32)13-19(29)11-7-14/h6-8,10-12,16,18-21,28-29H,9,13H2,1-5H3,(H,26,31)/b10-8+,11-7+,14-6+,15-12+/t16-,18+,19-,20-,21-,25+/m1/s1
InchiKey	ATDILMLBOZKFGI-JUTMVFGESA-N
分子式 Formula	C25H33NO7
分子量 Molecular Weight	459.53
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Lankacidins(CAS:23623-31-6):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	Lankacidins is an antitumor antibiotic of the macrolide tetraenes family, isolated from Streptomyces.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]He HY, Yuan H, Tang MC, Tang GL. An unusual dehydratase acting on glycerate and a ketoreducatse stereoselectively reducing α-ketone in polyketide starter unit biosynthesis. Angew Chem Int Ed Engl. 2014 Oct 13;53(42):11315-9. doi: 10.1002/anie.201406602. Epub 2014 Aug 27. PubMed PMID: 25160004.

[2]Cao Z, Yoshida R, Kinashi H, Arakawa K. Blockage of the early step of lankacidin biosynthesis caused a large production of pentamycin, citreodiol and epi-citreodiol in Streptomyces rochei. J Antibiot (Tokyo). 2015 May;68(5):328-33. doi: 10.1038/ja.2014.160. Epub 2014 Dec 3. PubMed PMID: 25464973.

[3] Ayoub AT, Abou El-Magd RM, Xiao J, Lewis CW, Tilli TM, Arakawa K, Nindita Y, Chan G, Sun L, Glover M, Klobukowski M, Tuszynski J. Antitumor Activity of Lankacidin Group Antibiotics Is Due to Microtubule Stabilization via a Paclitaxel-like Mechanism. J Med Chem. 2016 Oct 27;59(20):9532-9540. Epub 2016 Oct 18. PubMed PMID: 27718573.

[4] Arakawa K. Genetic and biochemical analysis of the antibiotic biosynthetic gene clusters on the Streptomyces linear plasmid. Biosci Biotechnol Biochem. 2014;78(2):183-9. doi: 10.1080/09168451.2014.882761. Epub 2014 Apr 16. Review. PubMed PMID: 25036669.

[5] Williams DR, Rojas CM, Bogen SL. Studies of Acyl Nitrene Insertions. A Stereocontrolled Route toward Lankacidin Antibiotics. J Org Chem. 1999 Feb 5;64(3):736-746. PubMed PMID: 11674141.

6: Dickschat JS, Vergnolle O, Hong H, Garner S, Bidgood SR, Dooley HC, Deng Z, Leadlay PF, Sun Y. An additional dehydratase-like activity is required for lankacidin antibiotic biosynthesis. Chembiochem. 2011 Nov 4;12(16):2408-12. doi: 10.1002/cbic.201100474. Epub 2011 Sep 27. PubMed PMID: 21953738.7: Arakawa K, Tsuda N, Taniguchi A, Kinashi H. The butenolide signaling molecules SRB1 and SRB2 induce lankacidin and lankamycin production in Streptomyces rochei. Chembiochem. 2012 Jul 9;13(10):1447-57. doi: 10.1002/cbic.201200149. Epub 2012 Jun 14. PubMed PMID: 22761035.8: Harada S, Okada J, Takeda M, Yamazaki T. Inclusion compounds of lankacidin-group antibiotics with cyclodextrins. J Antibiot (Tokyo). 1985 Jul;38(7):877-85. PubMed PMID: 4030501.9: Belousoff MJ, Shapira T, Bashan A, Zimmerman E, Rozenberg H, Arakawa K, Kinashi H, Yonath A. Crystal structure of the synergistic antibiotic pair, lankamycin and lankacidin, in complex with the large ribosomal subunit. Proc Natl Acad Sci U S A. 2011 Feb 15;108(7):2717-22. doi: 10.1073/pnas.1019406108. Epub 2011 Jan 31. PubMed PMID: 21282615; PubMed Central PMCID: PMC3041097.10: Solenberg PJ, Baltz RH. Transposition of Tn5096 and other IS493 derivatives in Streptomyces griseofuscus. J Bacteriol. 1991 Feb;173(3):1096-104. PubMed PMID: 1846854; PubMed Central PMCID: PMC207229.1

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