Borrelidin

B-1260
  • CAS: 7184-60-3
  • Formula: C28H43NO6
  • MW: 489.6
  • Appearance: White to off white-beige crystalline powder
  • Purity: >98%

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Borrelidin is derived from Streptomyces rochei. It is 18-membered macrolide-polyketide and it is a compound with anti-viral, anti-bacterial, anti-malarial, and anti-angiogenic properties. It is a known inhibitor of bacterial and eukaryal threonyl-tRNA synthetases.

Borrelidin induces apoptosis in endothelial cells via the caspase 3 and caspase 8 pathway. In addition, borrelidin strongly inhibits capillary tube formation and also disrupts formed capillary tubes by inducing apoptosis of the tube-forming cells in a rat aorta matrix culture model.

In S.cerevisiae, borrelidin inhibits the cyclin-dependent kinase Cdc28/Cln2 with an ICof 24M, causing the arrest of both haploid and diploid cells in G phase and inducing the transcription of amino acid biosynthetic enzymes through a GCN4-dependent pathway. Borrelidin plays a role of antibiotic ligand in nascent peptide-dependent ribosome stalling.

 

 

 

Additional Information

SynonymsCyclopentanecarboxylic acid, NSC 216128, Treponemycin
Product #B-1260
CAS #7184-60-3
Chemical Name2-(7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)-cyclopentanecarboxylic acid
FormulaC28H43NO6
MW489.6
AppearanceWhite to off white-beige crystalline powder
Purity>98%
SolubilityMay be dissolved in DMSO or Ethanol
Storage TempStore desiccated at -20°C
Therapeutic AreaOncological Disorders
UseBorrelidin, a small molecule nitrile-containing macrolide inhibitor of threonyl-tRNA synthetase, is a potent inducer of apoptosis in acute lymphoblastic leukemia.

Additional Information

MDL NumberMFCD08276914
ChemACXX1533650-2
InChIInChI=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
SMILESC[C@H]1C[C@H](C[C@@H]([C@H](/C(=CC=CC[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

Additional Information

GHS Pictograms
RTECSED8750000
HandlingProtect from light

Additional Information

Certificate of Analysis 1B-1260, G1128.pdf
Certificate of Analysis 2B-1260, E1098B.pdf
Certificate of Analysis 3B-1260, F1149B.pdf
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