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MedKoo Cat#: 329999 | Name: Pneumocandin B0
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Description:

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

Pneumocandin B0, also known as L-688786, is an antifungal lipopeptide that acts by inhibiting the synthesis of β-(1,3)-D-glucan, a component of fungal cell walls. Pneumocandin B0 is the precursor of the antifungal drug caspofungin and is a lipohexapeptide produced by the fungus Glarea lozoyensis.

Chemical Structure

Pneumocandin B0
Pneumocandin B0
CAS#135575-42-7

Theoretical Analysis

MedKoo Cat#: 329999

Name: Pneumocandin B0

CAS#: 135575-42-7

Chemical Formula: C50H80N8O17

Exact Mass: 1064.5641

Molecular Weight: 1065.23

Elemental Analysis: C, 56.38; H, 7.57; N, 10.52; O, 25.53

Price and Availability

Size Price Availability Quantity
10mg USD 375.00
25mg USD 580.00
50mg USD 890.00
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Related CAS #
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Synonym
Pneumocandin B0; Hydroxy Echinocandin; L-688,786; L 688,786; L688,786; L-688786; L 688786; L688786;
IUPAC/Chemical Name
(10R,12R)-N-((2S,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-((S)-3-amino-1-hydroxy-3-oxopropyl)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,12,15-tetrahydroxy-6-((S)-1-hydroxyethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)-10,12-dimethyltetradecanamide
InChi Key
DQXPFAADCTZLNL-DVCAIHSCSA-N
InChi Code
InChI=1S/C50H80N8O17/c1-5-25(2)20-26(3)12-10-8-6-7-9-11-13-37(66)52-31-22-35(64)46(71)56-48(73)41-33(62)18-19-57(41)50(75)39(34(63)23-36(51)65)54-47(72)40(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)32-21-30(61)24-58(32)49(74)38(27(4)59)53-44(31)69/h14-17,25-27,30-35,38-43,46,59-64,67-68,71H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,72)(H,55,70)(H,56,73)/t25-,26-,27+,30+,31+,32+,33+,34+,35-,38+,39+,40+,41+,42+,43+,46-/m1/s1
SMILES Code
CC[C@@H](C)C[C@H](C)CCCCCCCCC(N[C@@H]1C(N[C@@H]([C@@H](O)C)C(N2[C@](C[C@H](O)C2)([H])C(N[C@@H]([C@H](O)[C@@H](O)C3=CC=C(O)C=C3)C(N[C@@H]([C@@H](O)CC(N)=O)C(N4[C@]([C@@H](O)CC4)([H])C(N[C@H](O)[C@H](O)C1)=O)=O)=O)=O)=O)=O)=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 1,065.23 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: Zhang W, Yi P, Zhou Y, Yuan K, Ji X, Song P. Effect of fatty acids on intracellular pneumocandin B0 storage in the fermentation of Glarea lozoyensis. Bioresour Bioprocess. 2023 Sep 19;10(1):63. doi: 10.1186/s40643-023-00677-w. PMID: 38647938; PMCID: PMC10992745. 2: Jiang K, Luo P, Wang X, Lu L. Insight into advances for the biosynthetic progress of fermented echinocandins of antifungals. Microb Biotechnol. 2024 Jan;17(1):e14359. doi: 10.1111/1751-7915.14359. Epub 2023 Oct 26. PMID: 37885073; PMCID: PMC10832530. 3: Men P, Geng C, Zhang X, Zhang W, Xie L, Feng D, Du S, Wang M, Huang X, Lu X. Biosynthesis mechanism, genome mining and artificial construction of echinocandin O-sulfonation. Metab Eng. 2022 Nov;74:160-167. doi: 10.1016/j.ymben.2022.10.006. Epub 2022 Nov 1. PMID: 36328296. 4: Dong Y, Zhang L, Zhang W, Cao J, Wei Y, Song P, Xu Q. Glyap1 regulates pneumocandin B0 synthesis by controlling the intracellular redox balance in Glarea lozoyensis. Appl Microbiol Biotechnol. 2021 Sep;105(18):6707-6718. doi: 10.1007/s00253-021-11522-5. Epub 2021 Sep 3. PMID: 34476516. 5: Vergoten G, Bailly C. In silico analysis of echinocandins binding to the main proteases of coronaviruses PEDV (3CLpro) and SARS-CoV-2 (Mpro). In Silico Pharmacol. 2021 Jul 1;9(1):41. doi: 10.1007/s40203-021-00101-1. PMID: 34230874; PMCID: PMC8248761. 6: Wei TY, Wu YJ, Xie QP, Tang JW, Yu ZT, Yang SB, Chen SX. CRISPR/Cas9-Based Genome Editing in the Filamentous Fungus Glarea lozoyensis and Its Application in Manipulating gloF. ACS Synth Biol. 2020 Aug 21;9(8):1968-1977. doi: 10.1021/acssynbio.9b00491. Epub 2020 Aug 12. PMID: 32786921. 7: Zhang K, Huang B, Yuan K, Ji X, Song P, Ding Q, Wang Y. Comparative Transcriptomics Analysis of the Responses of the Filamentous Fungus Glarea lozoyensis to Different Carbon Sources. Front Microbiol. 2020 Feb 18;11:190. doi: 10.3389/fmicb.2020.00190. PMID: 32132986; PMCID: PMC7040073. 8: Yuan K, Huang B, Qin T, Song P, Zhang K, Ji X, Ren L, Zhang S, Huang H. Effect of SDS on release of intracellular pneumocandin B0 in extractive batch fermentation of Glarea lozoyensis. Appl Microbiol Biotechnol. 2019 Aug;103(15):6061-6069. doi: 10.1007/s00253-019-09920-x. Epub 2019 Jun 3. PMID: 31161390; PMCID: PMC6616208. 9: Song P, Zhang K, Zhang S, Huang BQ, Ji XJ, Ren LJ, Gao S, Wen JP, Huang H. Enhancement of Pneumocandin B0 Production in Glarea lozoyensis by Low-Temperature Adaptive Laboratory Evolution. Front Microbiol. 2018 Nov 21;9:2788. doi: 10.3389/fmicb.2018.02788. PMID: 30519220; PMCID: PMC6259640. 10: Song P, Huang B, Zhang S, Zhang K, Yuan K, Ji X, Ren L, Wen J, Huang H. Novel osmotic stress control strategy for improved pneumocandin B0 production in Glarea lozoyensis combined with a mechanistic analysis at the transcriptome level. Appl Microbiol Biotechnol. 2018 Dec;102(24):10729-10742. doi: 10.1007/s00253-018-9440-4. Epub 2018 Nov 10. PMID: 30413850. 11: Song P, Yuan K, Ji XJ, Ren LJ, Zhang S, Wen JP, Huang H. Effects of Cotton Seed Powder as the Seed Medium Nitrogen Source on the Morphology and Pneumocandin B0 Yield of Glarea lozoyensis. Front Microbiol. 2018 Oct 10;9:2352. doi: 10.3389/fmicb.2018.02352. PMID: 30364147; PMCID: PMC6191469. 12: Li Y, Lan N, Xu L, Yue Q. Biosynthesis of pneumocandin lipopeptides and perspectives for its production and related echinocandins. Appl Microbiol Biotechnol. 2018 Dec;102(23):9881-9891. doi: 10.1007/s00253-018-9382-x. Epub 2018 Sep 25. Erratum in: Appl Microbiol Biotechnol. 2021 Oct;105(19):7545-7546. doi: 10.1007/s00253-021-11572-9. PMID: 30255232. 13: Song P, Yuan K, Qin T, Zhang K, Ji XJ, Ren L, Guan R, Wen J, Huang H. Metabolomics profiling reveals the mechanism of increased pneumocandin B0 production by comparing mutant and parent strains. J Ind Microbiol Biotechnol. 2018 Sep;45(9):767-780. doi: 10.1007/s10295-018-2047-z. Epub 2018 Jun 14. PMID: 29948195. 14: Mattay J, Houwaart S, Hüttel W. Cryptic Production of trans-3-Hydroxyproline in Echinocandin B Biosynthesis. Appl Environ Microbiol. 2018 Mar 19;84(7):e02370-17. doi: 10.1128/AEM.02370-17. PMID: 29352089; PMCID: PMC5861841. 15: Qin T, Song P, Wang X, Ji X, Ren L, Huang H. Protoplast mutant selection of Glarea Lozoyensis and statistical optimization of medium for pneumocandin B0 yield-up. Biosci Biotechnol Biochem. 2016 Nov;80(11):2241-2246. doi: 10.1080/09168451.2016.1196575. PMID: 30919750. 16: Chen L, Li Y, Yue Q, Loksztejn A, Yokoyama K, Felix EA, Liu X, Zhang N, An Z, Bills GF. Engineering of New Pneumocandin Side-Chain Analogues from Glarea lozoyensis by Mutasynthesis and Evaluation of Their Antifungal Activity. ACS Chem Biol. 2016 Oct 21;11(10):2724-2733. doi: 10.1021/acschembio.6b00604. Epub 2016 Aug 10. PMID: 27494047; PMCID: PMC5502478. 17: Zhang L, Zhang H, Li L, Zuo P, Zhao F, Liu M, Ye BC, Li Y. Pneumocandin B0-imprinted Polymer Using Surface-imprinting Technique for Efficient Purification of Crude Product. Anal Sci. 2016;32(9):923-30. doi: 10.2116/analsci.32.923. PMID: 27682395. 18: Li Y, Chen L, Yue Q, Liu X, An Z, Bills GF. Genetic Manipulation of the Pneumocandin Biosynthetic Pathway for Generation of Analogues and Evaluation of Their Antifungal Activity. ACS Chem Biol. 2015 Jul 17;10(7):1702-10. doi: 10.1021/acschembio.5b00013. Epub 2015 Apr 23. PMID: 25879325. 19: Chen L, Yue Q, Li Y, Niu X, Xiang M, Wang W, Bills GF, Liu X, An Z. Engineering of Glarea lozoyensis for exclusive production of the pneumocandin B0 precursor of the antifungal drug caspofungin acetate. Appl Environ Microbiol. 2015 Mar;81(5):1550-8. doi: 10.1128/AEM.03256-14. Epub 2014 Dec 19. PMID: 25527531; PMCID: PMC4325176. 20: Houwaart S, Youssar L, Hüttel W. Pneumocandin biosynthesis: involvement of a trans-selective proline hydroxylase. Chembiochem. 2014 Nov 3;15(16):2365-9. doi: 10.1002/cbic.201402175. Epub 2014 Oct 1. PMID: 25270390.