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MedKoo Cat#: 597391 | Name: Serrawettin W2

Description:

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

Serrawettin W2 is an extracellular cyclic lipopeptide which promotes flagellum-dependent & -independent spreading growth of Serratia marcescens.

Chemical Structure

Serrawettin W2
CAS#140909-80-4

Theoretical Analysis

MedKoo Cat#: 597391

Name: Serrawettin W2

CAS#: 140909-80-4

Chemical Formula: C38H61N5O9

Exact Mass: 731.4469

Molecular Weight: 731.93

Elemental Analysis: C, 62.36; H, 8.40; N, 9.57; O, 19.67

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.
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Related CAS #
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Synonym
Serrawettin W2;
IUPAC/Chemical Name
(3S,6R,9R,12S,15R,19R)-6-benzyl-3-((S)-sec-butyl)-19-heptyl-9-((R)-1-hydroxyethyl)-12-(hydroxymethyl)-15-isobutyl-1-oxa-4,7,10,13,16-pentaazacyclononadecane-2,5,8,11,14,17-hexaone
InChi Key
JJJUZZODDZXKCZ-OTZXHEQNSA-N
InChi Code
InChI=1S/C38H61N5O9/c1-7-9-10-11-15-18-27-21-31(46)39-28(19-23(3)4)34(47)41-30(22-44)36(49)43-33(25(6)45)37(50)40-29(20-26-16-13-12-14-17-26)35(48)42-32(24(5)8-2)38(51)52-27/h12-14,16-17,23-25,27-30,32-33,44-45H,7-11,15,18-22H2,1-6H3,(H,39,46)(H,40,50)(H,41,47)(H,42,48)(H,43,49)/t24-,25+,27+,28+,29+,30-,32-,33+/m0/s1
SMILES Code
C[C@@H](O)[C@@H](NC([C@H](CO)NC([C@@H](CC(C)C)NC(C[C@H](OC([C@@H](NC1=O)[C@H](CC)C)=O)CCCCCCC)=O)=O)=O)C(N[C@@H]1Cc2ccccc2)=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
>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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 731.93 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: Su C, Xiang Z, Liu Y, Zhao X, Sun Y, Li Z, Li L, Chang F, Chen T, Wen X, Zhou Y, Zhao F. Analysis of the genomic sequences and metabolites of Serratia surfactantfaciens sp. nov. YD25(T) that simultaneously produces prodigiosin and serrawettin W2. BMC Genomics. 2016 Nov 3;17(1):865. PubMed PMID: 27809759; PubMed Central PMCID: PMC5094094. 2: Gerc AJ, Stanley-Wall NR, Coulthurst SJ. Role of the phosphopantetheinyltransferase enzyme, PswP, in the biosynthesis of antimicrobial secondary metabolites by Serratia marcescens Db10. Microbiology. 2014 Aug;160(Pt 8):1609-17. doi: 10.1099/mic.0.078576-0. Epub 2014 May 20. PubMed PMID: 24847000; PubMed Central PMCID: PMC4117218. 3: Matsuyama T, Kaneda K, Nakagawa Y, Isa K, Hara-Hotta H, Yano I. A novel extracellular cyclic lipopeptide which promotes flagellum-dependent and -independent spreading growth of Serratia marcescens. J Bacteriol. 1992 Mar;174(6):1769-76. PubMed PMID: 1548227; PubMed Central PMCID: PMC205777. 4: Pradel E, Zhang Y, Pujol N, Matsuyama T, Bargmann CI, Ewbank JJ. Detection and avoidance of a natural product from the pathogenic bacterium Serratia marcescens by Caenorhabditis elegans. Proc Natl Acad Sci U S A. 2007 Feb 13;104(7):2295-300. Epub 2007 Jan 31. PubMed PMID: 17267603; PubMed Central PMCID: PMC1892944. 5: Lindum PW, Anthoni U, Christophersen C, Eberl L, Molin S, Givskov M. N-Acyl-L-homoserine lactone autoinducers control production of an extracellular lipopeptide biosurfactant required for swarming motility of Serratia liquefaciens MG1. J Bacteriol. 1998 Dec;180(23):6384-8. PubMed PMID: 9829950; PubMed Central PMCID: PMC107727. 6: Rasmussen TB, Manefield M, Andersen JB, Eberl L, Anthoni U, Christophersen C, Steinberg P, Kjelleberg S, Givskov M. How Delisea pulchra furanones affect quorum sensing and swarming motility in Serratia liquefaciens MG1. Microbiology. 2000 Dec;146 Pt 12:3237-44. PubMed PMID: 11101681. 7: Eberl L, Molin S, Givskov M. Surface motility of serratia liquefaciens MG1. J Bacteriol. 1999 Mar;181(6):1703-12. Review. PubMed PMID: 10074060; PubMed Central PMCID: PMC93566. 8: Motley JL, Stamps BW, Mitchell CA, Thompson AT, Cross J, You J, Powell DR, Stevenson BS, Cichewicz RH. Opportunistic Sampling of Roadkill as an Entry Point to Accessing Natural Products Assembled by Bacteria Associated with Non-anthropoidal Mammalian Microbiomes. J Nat Prod. 2017 Mar 24;80(3):598-608. doi: 10.1021/acs.jnatprod.6b00772. Epub 2016 Nov 21. PubMed PMID: 28335605; PubMed Central PMCID: PMC5368682. 9: Petersen LM, LaCourse K, Schöner TA, Bode H, Tisa LS. Inactivation of the Major Hemolysin Gene Influences Expression of the Nonribosomal Peptide Synthetase Gene swrA in the Insect Pathogen Serratia sp. Strain SCBI. J Bacteriol. 2017 Oct 3;199(21). pii: e00333-17. doi: 10.1128/JB.00333-17. Print 2017 Nov 1. PubMed PMID: 28784817; PubMed Central PMCID: PMC5626956.

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