| 词条 | Echinocandin B |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 428779394 | ImageFile = Echinocandin B.svg | ImageSize = 300px | IUPACName = (9Z,12Z)-N2'9,12-octadecadienamide | OtherNames = | Section1 = {{Chembox Identifiers | CASNo_Ref = {{cascite|correct|??}} | CASNo = 54651-05-7 | PubChem = 6436199 | MeSHName = echinocandin+B | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 28296438 | SMILES = CCCCC/C=C\\C/C=C\\CCCCCCCC(=O)N[C@@H]1C[C@H]([C@H](NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)O)[C@@H]([C@H](c4ccc(cc4)O)O)O)[C@@H](C)O)C)O)O | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C52H81N7O15/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-40(65)53-36-27-39(64)49(71)57-48(70)37-25-30(2)28-58(37)51(73)42(32(4)61)55-50(72)43(45(67)44(66)33-21-23-34(62)24-22-33)56-47(69)38-26-35(63)29-59(38)52(74)41(31(3)60)54-46(36)68/h9-10,12-13,21-24,30-32,35-39,41-45,49,60-64,66-67,71H,5-8,11,14-20,25-29H2,1-4H3,(H,53,65)(H,54,68)(H,55,72)(H,56,69)(H,57,70)/b10-9-,13-12-/t30-,31-,32-,35-,36-,37+,38+,39-,41+,42+,43+,44+,45+,49-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = VEYRWWIYQJAHTA-LUIZREEVSA-N | Section2 = {{Chembox Properties | Formula = C52H81N7O16 | MolarMass = 1060.24 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Echinocandin B, a lipopeptide, is a naturally occurring cyclic hexapeptide with a linoleoyl side chain. It belongs to a class of antifungal agents called echinocandins, which inhibits the synthesis of glucan, a major component of the fungal cell wall, via noncompetitive inhibition of a crucial enzyme, β-(1→3)-D-glucan synthase. Echinocandin B is a fermentation product of Aspergillus nidulans and the closely related species, A. rugulosus;[1] discovered in 1974 in A. nidulans var. echinulatus strain A 32204 in Germany,[2] it was the first of the echinocandin class of antifungals. Echinocandin B can undergo deacylation (removal of the lipid side chain) by the action of a deacylase enzyme from the filamentous bacterium Actinoplanes utahensis, which catalyzes the cleavage of the linoleoyl side chain;[3] in three subsequent synthetic steps, including a chemical reacylation, the antifungal drug anidulafungin[4] is synthesized. References1. ^{{cite journal |author=Denning DW |title=Echinocandins and pneumocandins - a new antifungal class with a novel mode of action |journal=J Antimicrob Chemother |year=1997 |volume=40 |pages=611–614 |doi=10.1093/jac/dkf045 |pmid=9421307 |issue=5}} 2. ^{{cite journal |vauthors=Nyfeler R, Keller-Schierlein W |title=Metabolites of microorganisms. 143. Echinocandin B, a novel polypeptide-antibiotic from Aspergillus nidulans var. echinulatus: isolation and structural components |journal=Helv Chim Acta |volume=57 |issue=8 |pages=2459–2477 |year=1974 |pmid=4613708 |doi=10.1002/hlca.19740570818 }} 3. ^{{cite journal |author=Lei Shao |author2= Jian Li |author3=Aijuan Liu |author4=Qing Chang |author5=Huimin Lin |author6=Daijie Chen |title=Efficient Bioconversion of Echinocandin B to Its Nucleus by Overexpression of Deacylase Genes in Different Host Strains |journal=Applied and Environmental Microbiology |volume=79 |issue=4 |pages=1126–1133 |year=2013 |pmid=23220968 |doi=10.1128/AEM.02792-12 |pmc=3568618}} 4. ^{{cite web |url=http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Scientific_Discussion/human/000788/WC500020676.pdf|title=Anidulafungin EMA Europa|work= |accessdate=}} 3 : Antifungals|Echinocandins|Peptides |
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