Nikkomycin Z (BioDeep_00000855521)
代谢物信息卡片
Nikkomycin Z
化学式: C20H25N5O10 (495.16013499999997)
中文名称: 尼柯霉素 Z
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C(C1=NC=C(C=C1)O)O)C(C(=O)NC(C2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N
InChI: InChI=1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1
描述信息
A uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase.
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
D004791 - Enzyme Inhibitors
同义名列表
1 个代谢物同义名
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:623918
- PubChem: 456557
- DrugBank: DB12939
- ChEMBL: CHEMBL35306
- CAS: 59456-70-1
- MetaboLights: MTBLC623918
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Wei Chen, Peng Cao, Yuansheng Liu, Ailing Yu, Dong Wang, Lei Chen, Rajamanikandan Sundarraj, Zhiguang Yuchi, Yong Gong, Hans Merzendorfer, Qing Yang. Structural basis for directional chitin biosynthesis.
Nature.
2022 10; 610(7931):402-408. doi:
10.1038/s41586-022-05244-5. [PMID: 36131020] - Protiti Maiti, Priyanka Ghorai, Sumit Ghosh, Mohan Kamthan, Rakesh Kumar Tyagi, Asis Datta. Mapping of functional domains and characterization of the transcription factor Cph1 that mediate morphogenesis in Candida albicans.
Fungal genetics and biology : FG & B.
2015 Oct; 83(?):45-57. doi:
10.1016/j.fgb.2015.08.004. [PMID: 26291891] - Lisa F Shubitz, Hien T Trinh, Robert H Perrill, C Michael Thompson, Nathan J Hanan, John N Galgiani, David E Nix. Modeling nikkomycin Z dosing and pharmacology in murine pulmonary coccidioidomycosis preparatory to phase 2 clinical trials.
The Journal of infectious diseases.
2014 Jun; 209(12):1949-54. doi:
10.1093/infdis/jiu029. [PMID: 24421256] - Lipeng Zhai, Shuangjun Lin, Dongjing Qu, Xuechuan Hong, Linquan Bai, Wenqing Chen, Zixin Deng. Engineering of an industrial polyoxin producer for the rational production of hybrid peptidyl nucleoside antibiotics.
Metabolic engineering.
2012 Jul; 14(4):388-93. doi:
10.1016/j.ymben.2012.03.006. [PMID: 22465029] - Judit Szilágyi, Richárd Földi, Sedigh Bayegan, Gábor Kardos, László Majoros. Effect of nikkomycin Z and 50\% human serum on the killing activity of high-concentration caspofungin against Candida species using time-kill methodology.
Journal of chemotherapy (Florence, Italy).
2012 Feb; 24(1):18-25. doi:
10.1179/1120009x12z.0000000005. [PMID: 22546720] - Naoko Mizuhara, Manabu Kuroda, Akira Ogita, Toshio Tanaka, Yoshinosuke Usuki, Ken-Ichi Fujita. Antifungal thiopeptide cyclothiazomycin B1 exhibits growth inhibition accompanying morphological changes via binding to fungal cell wall chitin.
Bioorganic & medicinal chemistry.
2011 Sep; 19(18):5300-10. doi:
10.1016/j.bmc.2011.08.010. [PMID: 21885289] - Gea Guerriero, Mariano Avino, Qi Zhou, Johanna Fugelstad, Pierre-Henri Clergeot, Vincent Bulone. Chitin synthases from Saprolegnia are involved in tip growth and represent a potential target for anti-oomycete drugs.
PLoS pathogens.
2010 Aug; 6(8):e1001070. doi:
10.1371/journal.ppat.1001070. [PMID: 20865175] - David E Nix, Robert R Swezey, Richard Hector, John N Galgiani. Pharmacokinetics of nikkomycin Z after single rising oral doses.
Antimicrobial agents and chemotherapy.
2009 Jun; 53(6):2517-21. doi:
10.1128/aac.01609-08. [PMID: 19349517] - Preeti M Chaudhary, Sayalee R Chavan, Fazal Shirazi, Meenakshi Razdan, Prachi Nimkar, Shailaja P Maybhate, Anjali P Likhite, Rajesh Gonnade, Braja G Hazara, Mukund V Deshpande, Sunita R Deshpande. Exploration of click reaction for the synthesis of modified nucleosides as chitin synthase inhibitors.
Bioorganic & medicinal chemistry.
2009 Mar; 17(6):2433-40. doi:
10.1016/j.bmc.2009.02.019. [PMID: 19268599] - Umesh Gangishetti, Sophie Breitenbach, Mareike Zander, Shaik Khaleelulla Saheb, Ursula Müller, Heinz Schwarz, Bernard Moussian. Effects of benzoylphenylurea on chitin synthesis and orientation in the cuticle of the Drosophila larva.
European journal of cell biology.
2009 Mar; 88(3):167-80. doi:
10.1016/j.ejcb.2008.09.002. [PMID: 18996617] - Roland Wakiec, Iwona Gabriel, Rajendra Prasad, Jeffrey M Becker, John W Payne, Slawomir Milewski. Enhanced susceptibility to antifungal oligopeptides in yeast strains overexpressing ABC multidrug efflux pumps.
Antimicrobial agents and chemotherapy.
2008 Nov; 52(11):4057-63. doi:
10.1128/aac.01648-07. [PMID: 18794383] - Young Ki Hahn, Zongwen Jin, Joo H Kang, Eunkeu Oh, Min-Kyu Han, Hak-Sung Kim, Jung-Tak Jang, Jae-Hyun Lee, Jinwoo Cheon, Seung Hyun Kim, Hae-Sim Park, Je-Kyun Park. Magnetophoretic immunoassay of allergen-specific IgE in an enhanced magnetic field gradient.
Analytical chemistry.
2007 Mar; 79(6):2214-20. doi:
10.1021/ac061522l. [PMID: 17288405] - Tae Hoon Kang, Eui Il Hwang, Bong Sik Yun, Ki Duk Park, Byoung Mog Kwon, Chul Soo Shin, Sung Uk Kim. Inhibition of chitin synthases and antifungal activities by 2'-benzoyloxycinnamaldehyde from Pleuropterus ciliinervis and its derivatives.
Biological & pharmaceutical bulletin.
2007 Mar; 30(3):598-602. doi:
10.1248/bpb.30.598. [PMID: 17329866] - Isabella Weber, Daniela Assmann, Eckhard Thines, Gero Steinberg. Polar localizing class V myosin chitin synthases are essential during early plant infection in the plant pathogenic fungus Ustilago maydis.
The Plant cell.
2006 Jan; 18(1):225-42. doi:
10.1105/tpc.105.037341. [PMID: 16314447] - L T Ganesan, E K Manavathu, J L Cutright, G J Alangaden, P H Chandrasekar. In-vitro activity of nikkomycin Z alone and in combination with polyenes, triazoles or echinocandins against Aspergillus fumigatus.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases.
2004 Nov; 10(11):961-6. doi:
10.1111/j.1469-0691.2004.00996.x. [PMID: 15521997] - Enrico Cabib, Martin Schmidt. Chitin synthase III activity, but not the chitin ring, is required for remedial septa formation in budding yeast.
FEMS microbiology letters.
2003 Jul; 224(2):299-305. doi:
10.1016/s0378-1097(03)00477-4. [PMID: 12892896] - David A Stevens, Leilani Calderon, Martha Martinez, Karl V Clemons, Shelly J Wilson, Claude P Selitrennikoff. Zeamatin, clotrimazole and nikkomycin Z in therapy of a Candida vaginitis model.
The Journal of antimicrobial chemotherapy.
2002 Sep; 50(3):361-4. doi:
10.1093/jac/dkf136. [PMID: 12205060] - C Bormann, D Baier, I Hörr, C Raps, J Berger, G Jung, H Schwarz. Characterization of a novel, antifungal, chitin-binding protein from Streptomyces tendae Tü901 that interferes with growth polarity.
Journal of bacteriology.
1999 Dec; 181(24):7421-9. doi:
10.1128/jb.181.24.7421-7429.1999. [PMID: 10601197] - T Tokumura, T Horie. Kinetics of nikkomycin Z degradation in aqueous solution and in plasma.
Biological & pharmaceutical bulletin.
1997 May; 20(5):577-80. doi:
10.1248/bpb.20.577. [PMID: 9178944] - N E Cheong, Y O Choi, W Y Kim, I S Bae, M J Cho, I Hwang, J W Kim, S Y Lee. Purification and characterization of an antifungal PR-5 protein from pumpkin leaves.
Molecules and cells.
1997 Apr; 7(2):214-9. doi:
". [PMID: 9163735] - L Popolo, D Gilardelli, P Bonfante, M Vai. Increase in chitin as an essential response to defects in assembly of cell wall polymers in the ggp1delta mutant of Saccharomyces cerevisiae.
Journal of bacteriology.
1997 Jan; 179(2):463-9. doi:
10.1128/jb.179.2.463-469.1997. [PMID: 8990299] - W J Choi, B Santos, A Durán, E Cabib. Are yeast chitin synthases regulated at the transcriptional or the posttranslational level?.
Molecular and cellular biology.
1994 Dec; 14(12):7685-94. doi:
10.1128/mcb.14.12.7685-7694.1994. [PMID: 7969112] - J R Borgmeyer, C E Smith, Q K Huynh. Isolation and characterization of a 25 kDa antifungal protein from flax seeds.
Biochemical and biophysical research communications.
1992 Aug; 187(1):480-7. doi:
10.1016/s0006-291x(05)81519-0. [PMID: 1520338] - R F Hector, K Schaller. Positive interaction of nikkomycins and azoles against Candida albicans in vitro and in vivo.
Antimicrobial agents and chemotherapy.
1992 Jun; 36(6):1284-9. doi:
10.1128/aac.36.6.1284. [PMID: 1416829] - E Cabib. Differential inhibition of chitin synthetases 1 and 2 from Saccharomyces cerevisiae by polyoxin D and nikkomycins.
Antimicrobial agents and chemotherapy.
1991 Jan; 35(1):170-3. doi:
10.1128/aac.35.1.170. [PMID: 2014972]