Mucidin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584927

CAS#: 52110-55-1

Description: Mucidin is an antifungal antibiotic produced by basidiomycete Oudemansiella mucida.

Chemical Structure

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Mucidin
CAS# 52110-55-1
Instruction

Theoretical Analysis

MedKoo Cat#: 584927
Name: Mucidin
CAS#: 52110-55-1
Chemical Formula: C16H18O3
Exact Mass: 258.13
Molecular Weight: 258.317
Elemental Analysis: C, 74.40; H, 7.02; O, 18.58

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Mucidin; OM-1; OM1; OM 1

IUPAC/Chemical Name: 3,5-Hexadienoic acid, 2-(methoxymethylene)-3-methyl-6-phenyl-, methyl ester, (2E,3Z,5E)-

InChi Key: JSCQSBGXKRTPHZ-SYKZHUKTSA-N

InChi Code: InChI=1S/C16H18O3/c1-13(15(12-18-2)16(17)19-3)8-7-11-14-9-5-4-6-10-14/h4-12H,1-3H3/b11-7+,13-8-,15-12+

SMILES Code: O=C(OC)C(/C(C)=C\C=C\C1=CC=CC=C1)=C/OC

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 258.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Subík J, Kovácová V, Takáscová G. Mucidin resistance in yeast. Isolation, characterization and genetic analysis of nuclear and mitochondrial mucidin-resistant mutants of Saccharomyces cerevisiae. Eur J Biochem. 1977 Feb 15;73(1):275-86. PubMed PMID: 138589.

2: Subík J, Briquet M, Goffeau A. Spectral properties of cytochrome b-561 and cytochrome b-565 in mucidin-resistant mutants of Saccharomyces cerevisiae. Eur J Biochem. 1981 Oct;119(3):613-8. PubMed PMID: 7030742.

3: Michalkova-Papajova D, Obernauerova M, Subik J. Role of the PDR gene network in yeast susceptibility to the antifungal antibiotic mucidin. Antimicrob Agents Chemother. 2000 Feb;44(2):418-20. PubMed PMID: 10639374; PubMed Central PMCID: PMC89695.

4: Kucera I, Hedbávný R, Dadák V. Separate binding sites for antimycin and mucidin in the respiratory chain of the bacterium Paracoccus denitrificans and their occurrence in other denitrificans bacteria. Biochem J. 1988 Jun 15;252(3):905-8. PubMed PMID: 2844159; PubMed Central PMCID: PMC1149234.

5: Subik J, Ulaszewski S, Goffeau A. Genetic mapping of nuclear mucidin resistance mutations in Saccharomyces cerevisiae. A new pdr locus on chromosome II. Curr Genet. 1986;10(9):665-70. PubMed PMID: 3329042.

6: Von Jagow G, Gribble GW, Trumpower BL. Mucidin and strobilurin A are identical and inhibit electron transfer in the cytochrome bc1 complex of the mitochondrial respiratory chain at the same site as myxothiazol. Biochemistry. 1986 Feb 25;25(4):775-80. Erratum in: Biochemistry 1986 Dec 2;25(24):8124. PubMed PMID: 3008811.

7: Semerdzieva M, Musílek V. Mucidin-nonproducing mutants of oudemansiella mucida. Folia Microbiol (Praha). 1981;26(1):8-13. PubMed PMID: 7193624.

8: Sedmera P, Musílek V, Nerud F, Vondrácek M. Mucidin: its identity with strobilurin A. J Antibiot (Tokyo). 1981 Aug;34(8):1069. PubMed PMID: 7319921.

9: Tu S, Xie YQ, Gui SZ, Ye LY, Huang ZL, Huang YB, Che LM. Synthesis and fungicidal activities of novel benzothiophene-substituted oxime ether strobilurins. Bioorg Med Chem Lett. 2014 May 1;24(9):2173-6. doi: 10.1016/j.bmcl.2014.03.024. Epub 2014 Mar 26. PubMed PMID: 24717155.

10: Zouchová Z, Nerud F, Musílek V. Effect of tryptophan on the production of mucidin in cultures of basidiomycete Oudemansiella mucida. Folia Microbiol (Praha). 1982;27(4):237-41. PubMed PMID: 7141325.

11: Zouchová Z, Nerud F, Musílek V. Effect of glucitol on the production of mucidin in Oudemansiella mucida. Folia Microbiol (Praha). 1982;27(1):35-7. PubMed PMID: 7199509.

12: Iqbal Z, Han LC, Soares-Sello AM, Nofiani R, Thormann G, Zeeck A, Cox RJ, Willis CL, Simpson TJ. Investigations into the biosynthesis of the antifungal strobilurins. Org Biomol Chem. 2018 Aug 1;16(30):5524-5532. doi: 10.1039/c8ob00608c. PubMed PMID: 30027987; PubMed Central PMCID: PMC6085771.

13: di Rago JP, Coppée JY, Colson AM. Molecular basis for resistance to myxothiazol, mucidin (strobilurin A), and stigmatellin. Cytochrome b inhibitors acting at the center o of the mitochondrial ubiquinol-cytochrome c reductase in Saccharomyces cerevisiae. J Biol Chem. 1989 Aug 25;264(24):14543-8. PubMed PMID: 2547800.

14: Subík J, Behún M, Smigán P, Musílek V. Mode of action of mucidin, a new antifungal antibiotic produced by the basidiomycete Oudemansiella mucida. Biochim Biophys Acta. 1974 Apr 22;343(2):363-70. PubMed PMID: 4365630.

15: Degli Esposti M, Ghelli A, Butler G, Roberti M, Mustich A, Cantatore P. The cytochrome b of the sea urchin Paracentrotus lividus is naturally resistant to myxothiazol and mucidin. FEBS Lett. 1990 Apr 24;263(2):245-7. PubMed PMID: 2159421.

16: Snejdar V, Sasek V, Musílek V, Ludvík J. Ultrastructural changes, caused by the new antibiotic mucidin in Candida pseudotropicalis. Zentralbl Bakteriol Parasitenkd Infektionskr Hyg. 1976;131(2):97-100. PubMed PMID: 947119.

17: Li D, Liu M, Yang Y, Shi H, Zhou J, He D. Strong lethality and teratogenicity of strobilurins on Xenopus tropicalis embryos: Basing on ten agricultural fungicides. Environ Pollut. 2016 Jan;208(Pt B):868-74. doi: 10.1016/j.envpol.2015.11.010. Epub 2015 Nov 17. PubMed PMID: 26600417.

18: Subík J. Mucidin-resistant antimycin A-sensitive mitochondrial mutant of Saccharomyces cerevisiae. FEBS Lett. 1975 Nov 15;59(2):273-6. PubMed PMID: 776665.

19: Kettering M, Sterner O, Anke T. Antibiotics in the chemical communication of fungi. Z Naturforsch C. 2004 Nov-Dec;59(11-12):816-23. PubMed PMID: 15666540.

20: Sasek V, Musílek V. Effects of the new antifungal antibiotic mucidin. I. Semiquantitative comparison of the activities of mucidin, nystatin and pimaricin. Folia Microbiol (Praha). 1974;19(2):139-41. PubMed PMID: 4548038.