Borrelidin

For research use only. Not for therapeutic Use.

  • CAT Number: R027584
  • CAS Number: 7184-60-3
  • PubChem Substance ID: 6436801
  • Molecular Formula: C₂₈H₄₃NO₆
  • Molecular Weight: 489.64
  • Purity: 99%
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Borrelidin(Cat No.:R027584)is a naturally occurring compound with potent antimicrobial and anti-inflammatory properties, primarily derived from the bacterium Streptomyces species. It acts as a selective inhibitor of protein synthesis, disrupting the function of various bacterial and fungal pathogens. Its unique mechanism of action makes Borrelidin a valuable lead compound in drug discovery, particularly in developing new antibiotics and antifungal agents. Ongoing research is focused on its potential therapeutic applications in treating resistant infections and its use in combination therapies to enhance efficacy against challenging microbial strains.


Catalog Number R027584
CAS Number 7184-60-3
Synonyms

(1R,2R)-2-[(2S,4E,6Z,8R,9S,11R,13S,15S,16S)-7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl]-Cyclopentanecarboxylic Acid; [2S-[2R*(1S*,2S*),4E,6Z,8S*,9R*,11S*,13R*,15R*,16R*]]-2-(7-Cyano-8,16-dihydroxy-9,11,13,15-te

Molecular Formula C₂₈H₄₃NO₆
Purity 99%
Target Synthases/Synthetases
Solubility Limited solubility
Appearance White Lyophilisate
Storage Store at -20C
Analysis method HPLC
IUPAC Name (1R,2R)-2-[(2S,4E,6Z,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid
InChI InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1
InChIKey OJCKRNPLOZHAOU-UGKRXNSESA-N
SMILES C[C@H]1C[C@H](C[C@@H]([C@H](/C(=C\C=C\C[C@H](OC(=O)C[C@@H]([C@H](C1)C)O)[C@@H]2CCC[C@H]2C(=O)O)/C#N)O)C)C
Reference

A unique hydrophobic cluster near the active site contributes to differences in borrelidin inhibition among threonyl-tRNA synthetases. Ruan T. et al. , J. Biol. Chem. 2005, 280, 571.&nbsp;<br />
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Borrelidin is an angiogenesis inhibitor; disruption of angiogenic capillary vessels in a rat aorta matrix culture model. Wakabayashi T. et al. , J. Antibiot. 1997, 50, 671.<br />
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Anti-angiogenesis effects of borrelidin are mediated through distinct pathways: threonyl-tRNA synthetase and caspases are independently involved in suppression of proliferation and induction of apoptosis in endothelial cells. Kawamura T. et al. , J. Antibiot. 2003, 56, 709.
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