Borrelidin

SKU

B-1260

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

SDS

CofA

Starting at $351.46

Product Name	Qty
Borrelidin 1 mg $351.46

Details

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.

Specifications

More Information

Alternate Name/Synonyms

Cyclopentanecarboxylic acid, NSC 216128, Treponemycin

SKU

B-1260

CAS #

7184-60-3

Chemical Name

2-(7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)-cyclopentanecarboxylic acid

Chemical Formula

C₂₈H₄₃NO₆

Molecular Weight

489.6

Appearance

White to off white-beige crystalline powder

Purity

>98%

Solubility

May be dissolved in DMSO or Ethanol

Storage Temp

Store desiccated at -20°C

THERAPEUTIC AREA

Oncological Disorders

USE

Borrelidin, a small molecule nitrile-containing macrolide inhibitor of threonyl-tRNA synthetase, is a potent inducer of apoptosis in acute lymphoblastic leukemia.

MDL NUMBER

MFCD08276914

CHEMACX

X1533650-2

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

SMILES

C[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

Peptide sequence

Not Applicable

RTECS

ED8750000

UN #'S

Not Applicable

PACKING GROUP

Not Applicable

HAZARD CLASS

Not Applicable

Handling

Protect from light

Citations

Role of antibiotic ligand in nascent peptide-dependent ribosome stalling Nora Vzquez-Laslop, Dorota Klepacki, Debbie C. Mulhearn, Haripriya Ramu, Olga Krasnykh, Scott Franzblau, and Alexander S. Mankin PNAS, Jun 2011; 108: 10496 - 10501.

Citations_Hyperlink

http://www.pnas.org/cgi/reprint/108/26/10496

Certificate of Analysis 1

/media/upload/pdf/B-1260, G1128.pdf

Certificate of Analysis 2

/media/upload/pdf/B-1260, E1098B.pdf

Certificate of Analysis 3

/media/upload/pdf/B-1260, F1149B.pdf

Reviews

Safety