WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H561637
CAS#: 19396-06-6
Description: Polyoxin B belongs to a group of nucleoside antibiotics composed of heterocyclic moieties containing nitrogen. Polyoxins (including Polyoxin B) work by inhibiting the biosynthesis of chitin.
Hodoodo Cat#: H561637
Name: Polyoxin B
CAS#: 19396-06-6
Chemical Formula: C17H25N5O13
Exact Mass: 507.14
Molecular Weight: 507.400
Elemental Analysis: C, 40.24; H, 4.97; N, 13.80; O, 40.99
Synonym: Polyoxin B; Polyoxin-B;
IUPAC/Chemical Name: (2S)-2-[[(2S,3S,4S)-2-Amino-5-carbamoyloxy-3,4-dihydroxypentanoyl]amino]-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]acetic acid
InChi Key: YFZNSPMAOIVQRP-YVKGXWRCSA-N
InChi Code: InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5-,6-,7-,8+,9-,10+,11+,14+/m0/s1
SMILES Code: O=C(O)[C@@H](NC([C@@H](N)[C@H](O)[C@@H](O)COC(N)=O)=O)[C@H]1O[C@@H](N(C(N2)=O)C=C(CO)C2=O)[C@H](O)[C@@H]1O
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: >2 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: |
The following data is based on the product molecular weight 507.40 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.
| 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: |
1: Ji Q, Ge Z, Ge Z, Chen K, Wu H, Liu X, Huang Y, Yuan L, Yang X, Liao F. Synthesis and biological evaluation of novel phosphoramidate derivatives of coumarin as chitin synthase inhibitors and antifungal agents. Eur J Med Chem. 2016 Jan 27;108:166-176. doi: 10.1016/j.ejmech.2015.11.027. Epub 2015 Nov 23. PubMed PMID: 26647304.
2: Ji Q, Yang D, Wang X, Chen C, Deng Q, Ge Z, Yuan L, Yang X, Liao F. Design, synthesis and evaluation of novel quinazoline-2,4-dione derivatives as chitin synthase inhibitors and antifungal agents. Bioorg Med Chem. 2014 Jul 1;22(13):3405-13. doi: 10.1016/j.bmc.2014.04.042. Epub 2014 Apr 30. PubMed PMID: 24856180.
3: Yoon MY, Choi NH, Min BS, Choi GJ, Choi YH, Jang KS, Han SS, Cha B, Kim JC. Potent in vivo antifungal activity against powdery mildews of pregnane glycosides from the roots of Cynanchum wilfordii. J Agric Food Chem. 2011 Nov 23;59(22):12210-6. doi: 10.1021/jf2039185. Epub 2011 Oct 20. PubMed PMID: 21992072.
4: Li J, Li L, Tian Y, Niu G, Tan H. Hybrid antibiotics with the nikkomycin nucleoside and polyoxin peptidyl moieties. Metab Eng. 2011 May;13(3):336-44. doi: 10.1016/j.ymben.2011.01.002. Epub 2011 Feb 1. PubMed PMID: 21292022.
5: Kim JC, Choi GJ, Lee SW, Kim JS, Chung KY, Cho KY. Screening extracts of Achyranthes japonica and Rumex crispus for activity against various plant pathogenic fungi and control of powdery mildew. Pest Manag Sci. 2004 Aug;60(8):803-8. PubMed PMID: 15307672.
6: Cann IK, Kobayashi Y, Onoda A, Wakita M, Hoshino S. Effects of some ionophore antibiotics and polyoxins on the growth of anaerobic rumen fungi. J Appl Bacteriol. 1993 Feb;74(2):127-33. PubMed PMID: 8444641.
7: Hori M, Eguchi J, Kakiki K, Misato T. Studies on the mode of action of polyoxins. VI. Effect of polyoxin B on chitin synthesis in polyoxin-sensitive and resistant strains of Alternaria kikuchiana. J Antibiot (Tokyo). 1974 Apr;27(4):260-6. PubMed PMID: 4854490.
