Overview

  • Product name

    Pikromycin, PREP inhibitor
  • Description

    Prolyl endopeptidase (PREP) inhibitor
  • Biological description

    Prolyl endopeptidase (PREP) inhibitor. Macrolide antibiotic. Active against Gram-positive bacteria.
  • Purity

    > 95%
  • CAS Number

    19721-56-3
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (3R,5R,6S,7S,9R,11E,13S,14R)-6-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione
  • Molecular weight

    525.67
  • Molecular formula

    C28H47NO8
  • PubChem identifier

    5282037
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO
  • Handling

    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 -20°C. Generally, these will be useable for up to one month. 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 visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC[C@@H]1[C@@](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)(C)O
  • Source

    Streptomyces sp.

  • Research areas

References

This product has been referenced in:

  • Kittendorf JD & Sherman DH The methymycin/pikromycin pathway: a model for metabolic diversity in natural product biosynthesis. Bioorg Med Chem 17:2137-46 (2009). Read more (PubMed: 19027305) »
  • Xue Y  et al. A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity. Proc Natl Acad Sci U S A 95:12111-6 (1998). Read more (PubMed: 9770448) »

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