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MedKoo Cat#: 208463 | Name: FR901379

Description:

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

FR901379 is an enzyme that catalyzes the hydrolysis of the palmitoyl moiety of the antifungal lipopeptide

Chemical Structure

FR901379
FR901379
CAS#144371-88-0

Theoretical Analysis

MedKoo Cat#: 208463

Name: FR901379

CAS#: 144371-88-0

Chemical Formula: C51H82N8O21S

Exact Mass: 1174.5315

Molecular Weight: 1175.31

Elemental Analysis: C, 52.12; H, 7.03; N, 9.53; O, 28.59; S, 2.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
FR-901379, FR-901-379
IUPAC/Chemical Name
1-[(4R,5R)-4,5-Dihydroxy-N2-(1-oxohexadecyl)-L-ornithine]-4-[(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-L-threonine]-pneumocandin A0
InChi Key
KAPLTEIQCKDUAT-UYCSHIFKSA-N
InChi Code
InChI=1S/C51H82N8O21S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-37(66)53-30-22-34(64)47(72)57-49(74)41-42(67)26(2)24-59(41)51(76)39(33(63)23-36(52)65)55-48(73)40(44(69)43(68)28-18-19-32(62)35(20-28)80-81(77,78)79)56-46(71)31-21-29(61)25-58(31)50(75)38(27(3)60)54-45(30)70/h18-20,26-27,29-31,33-34,38-44,47,60-64,67-69,72H,4-17,21-25H2,1-3H3,(H2,52,65)(H,53,66)(H,54,70)(H,55,73)(H,56,71)(H,57,74)(H,77,78,79)/t26-,27+,29+,30-,31-,33+,34+,38-,39-,40-,41-,42-,43-,44-,47+/m0/s1
SMILES Code
OC1=CC=C([C@H](O)[C@@H](O)[C@H](NC([C@H](C[C@@H](O)C2)N2C([C@@H](NC([C@@H](NC(CCCCCCCCCCCCCCC)=O)C[C@@H](O)[C@@H](O)NC3=O)=O)[C@H](O)C)=O)=O)C(N[C@@H]([C@H](O)CC(N)=O)C(N4[C@H]3[C@@H](O)[C@@H](C)C4)=O)=O)C=C1OS(O)(=O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 1,175.31 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
1: Wei TY, Zheng Y, Wan M, Yang S, Tang J, Wu Y, Li J, Chen SX. Analysis of FR901379 Biosynthetic Genes in Coleophoma empetri by Clustered Regularly Interspaced Short Palindromic Repeats/Cas9-Based Genomic Manipulation. ACS Chem Biol. 2022 Aug 19;17(8):2130-2141. doi: 10.1021/acschembio.2c00250. Epub 2022 Jul 13. PMID: 35822391. 2: Kanda M, Tsuboi M, Sakamoto K, Shimizu S, Yamashita M, Honda H. Improvement of FR901379 production by mutant selection and medium optimization. J Biosci Bioeng. 2009 May;107(5):530-4. doi: 10.1016/j.jbiosc.2009.01.002. PMID: 19393553. 3: Men P, Wang M, Li J, Geng C, Huang X, Lu X. Establishing an Efficient Genetic Manipulation System for Sulfated Echinocandin Producing Fungus Coleophoma empetri. Front Microbiol. 2021 Aug 20;12:734780. doi: 10.3389/fmicb.2021.734780. PMID: 34489920; PMCID: PMC8417879. 4: Ueda S, Shibata T, Ito K, Oohata N, Yamashita M, Hino M, Yamada M, Isogai Y, Hashimoto S. Cloning and expression of the FR901379 acylase gene from Streptomyces sp. no. 6907. J Antibiot (Tokyo). 2011 Feb;64(2):169-75. doi: 10.1038/ja.2010.151. Epub 2010 Dec 1. PMID: 21119679. 5: Ueda S, Kinoshita M, Tanaka F, Tsuboi M, Shimizu S, Oohata N, Hino M, Yamada M, Isogai Y, Hashimoto S. Strain selection and scale-up fermentation for FR901379 acylase production by Streptomyces sp. no. 6907. J Biosci Bioeng. 2011 Oct;112(4):409-14. doi: 10.1016/j.jbiosc.2011.06.002. Epub 2011 Jul 12. PMID: 21752710. 6: Kanda M, Yamamoto E, Hayashi A, Yabutani T, Yamashita M, Honda H. Scale-up fermentation of echinocandin type antibiotic FR901379. J Biosci Bioeng. 2010 Feb;109(2):138-44. doi: 10.1016/j.jbiosc.2009.07.019. Epub 2009 Aug 27. PMID: 20129097. 7: Nagao K, Ueda S, Kanda M, Oohata N, Yamashita M, Hino M. [Drug development from natural fermentation products: establishing a manufacturing process which maximizes the potential of microorganisms]. Yakugaku Zasshi. 2010 Nov;130(11):1471-8. Japanese. doi: 10.1248/yakushi.130.1471. PMID: 21048405. 8: Ueda S, Sakamoto K, Oohata N, Tsuboi M, Yamashita M, Hino M, Yamada M, Hashimoto S. Screening and characterization of microorganisms with FR901379 acylase activity. J Antibiot (Tokyo). 2010 Feb;63(2):65-70. doi: 10.1038/ja.2009.119. Epub 2009 Dec 11. PMID: 20010796. 9: Tomishima M, Ohki H, Yamada A, Maki K, Ikeda F. Novel echinocandin antifungals. Part 1: novel side-chain analogs of the natural product FR901379. Bioorg Med Chem Lett. 2008 Feb 15;18(4):1474-7. doi: 10.1016/j.bmcl.2007.12.062. Epub 2007 Dec 28. PMID: 18207736. 10: Tomishima M, Ohki H, Yamada A, Maki K, Ikeda F. Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin. Bioorg Med Chem Lett. 2008 May 1;18(9):2886-90. doi: 10.1016/j.bmcl.2008.03.093. Epub 2008 Apr 8. PMID: 18424132.