Janolusimide

Janolusimide
Product Name Janolusimide
CAS No.: 103612-45-9
Catalog No.: CFN00120
Molecular Formula: C19H33N3O5
Molecular Weight: 383.49 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: From Janolus cristatus
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:
Janolusimide is a neurotoxin and atropine antagonist.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    J Nat Prod. 2015 Mar 27;78(3):530-3.
    Isolation and stereospecific synthesis of janolusimide B from a New Zealand collection of the bryozoan Bugula flabellata.[Pubmed: 25494238]

    METHODS AND RESULTS:
    NMR-directed screening of New Zealand marine organisms has led to the isolation of the modified tripeptide Janolusimide B from the common invasive bryozoan Bugula flabellata. The structure was established by NMR and MS analysis, degradative hydrolysis and derivatization, and stereoselective fragment synthesis.
    CONCLUSIONS:
    The bryozoan natural product is an N-methyl analogue of Janolusimide, previously reported from the Mediterranean nudibranch Janolus cristatus, a species known to prey upon bryozoa.
    Tetrahedron Letters,2000,41(21):3979–3982.
    Stereochemistry and total synthesis of janolusimide, a tripeptide marine toxin[Reference: WebLink]

    METHODS AND RESULTS:
    The stereochemistry of Janolusimide, a lipophilic tripeptide marine toxin, has been fully elucidated by stereoselective synthesis of the lactam component (5S)-3,3′-dimethyl-5-isopropylpyrrolidin-2,4-dione. The peptide was then synthesized in 13 steps and in 0.8% total yield.
    Tetrahedron: Asymmetry,1999,10(10):1851–1854.
    Stereoselective synthesis of 4-amino-3-hydroxy-2-methylpentanoic acids: stereochemistry of the amino acid occurring in the marine toxin janolusimide[Reference: WebLink]

    METHODS AND RESULTS:
    Four diastereomers of 4-amino-3-hydroxy-2-methylpentanoic acid, an amino acid constituent of the hexapeptide portion of the antitumor antibiotic bleomycin A2, have been stereoselectively synthesized by crotylboration of N-Boc-l-alaninal.
    CONCLUSIONS:
    The synthesis allowed the assignment of the stereochemistry as 2R,3S,4S to the 4-amino-3-hydroxy-2-methylpentanoic acid occurring in the tripeptide marine toxin Janolusimide.
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