A cyclic lipopeptide
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Product Type

Biochemicals
Peptides
Natural Products
Microbial Metabolites

Research Area

Orfamide B

Item No. 23897

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-hydroxy-1-oxotetradecyl)-L-leucyl-D-α-glutamyl-D-allothreonyl-D-valyl-L-leucyl-D-seryl-L-leucyl-L-leucyl-D-seryl-L-valine,(10→3)-lactone
CAS Number
939960-35-7
Molecular Formula
C63H112N10O17
Formula Weight
1281.6
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC(C)C[C@@H]1NC([C@@H](CO)NC([C@@](CC(C)C)([H])NC([C@@H](C(C)C)NC([C@H](NC([C@H](NC([C@@H](NC(CC(O)CCCCCCCCCCC)=O)CC(C)C)=O)CCC(O)=O)=O)[C@@H](C)OC([C@H](C(C)C)NC([C@](CO)([H])NC([C@H](CC(C)C)NC1=O)=O)=O)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C63H112N10O17/c1-15-16-17-18-19-20-21-22-23-24-41(76)31-49(77)64-43(27-34(2)3)55(81)65-42(25-26-50(78)79)54(80)73-53-40(14)90-63(89)52(39(12)13)72-60(86)48(33-75)70-57(83)45(29-36(6)7)66-56(82)44(28-35(4)5)67-59(85)47(32-74)69-58(84)46(30-37(8)9)68-61(87)51(38(10)11)71-62(53)88/h34-48,51-53,74-76H,15-33H2,1-14H3,(H,64,77)(H,65,81)(H,66,82)(H,67,85)(H,68,87)(H,69,84)(H,70,83)(H,71,88)(H,72,86)(H,73,80)(H,78,79)/t40-,41?,42-,43+,44+,45+,46+,47-,48-,51-,52+,53-/m1/s1
InChi Key
FPMIEPCWEZBKGP-YBDOJXGXSA-N
Origin
Bacterium/Pseudomonas fluorescens
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $272

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    5 mg

    $951

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    Product Description

    Orfamide B is a cyclic lipopeptide originally isolated from P. fluorescens.1 It is the main orfamide produced by Pseudomonas sp. CMR12a. Orfamide B inhibits mycelial growth and increases hyphal branching in the fungi R. solani AG2-1 at concentrations of 10 and 100 µM and in R. solani AG 4-HGI at a concentration of 100 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gross, H., Stockwell, V.O., Henkels, M.D., et al. The genomisotopic approach: A systematic method to isolate products of orphan biosynthetic gene clusters. Chem. Biol. 14(1), 53-63 (2007).

    2. Olorunleke, F.E., Hua, G.K.H., Kieu, N.P., et al. Interplay between orfamides, sessilins and phenazines in the control of Rhizoctonia diseases by Pseudomonas sp. CMR12a. Environ. Microbiol. Rep. 7(5), 774-781 (2015).