74675

Novobiocin sodium salt

≥93% (HPLC)

• Synonym(s): Albamycin, Cathomycin, Novobiocin, Novobiocin, Monosodium Salt
• Empirical Formula (Hill Notation): C₃₁H₃₅N₂NaO₁₁
• CAS Number: 1476-53-5
• Molecular Weight: 634.61
• Beilstein/REAXYS Number: 3892910
• EC Number: 216-023-6
• UNSPSC Code: 51101500
• NACRES: NA.85

Properties

• assay: ≥93% (HPLC)
• form: powder
• optical activity: [α]20/D −48±3°, c = 1% in ethanol
• color: white to faint beige
• solubility: H₂O: soluble
• antibiotic activity spectrum: Gram-positive bacteria
• mode of action: DNA synthesis | interferes; enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: [Na+].CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3C([O-])=C(NC(=O)c4ccc(O)c(C\C=C(\C)C)c4)C(=O)Oc3c2C)OC1(C)C
• InChI: 1S/C31H35N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34,36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q-1;+1
• InChI key: AXOUUAINTJNFRS-UHFFFAOYSA-N

Description

General description

Chemical structure: coumarin-glycoside

Application

Novobiocin is used to study heat shock protein inhibition and to produce positively supercoiled plasmid DNA. It is an inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase. It also is an inhibitor of retrovirus RNA-dependent DNA-polymerase.

For the production of positively supercoiled plasmid DNA. Inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase. Inhibitor of retrovirus RNA-dependent DNA-polymerase.

Biochem/physiol Actions

Novobiocin inhibits DNA synthesis by inhibiting bacterial DNA gyrase targeting the GyrB subunit of the enzyme involved in energy transduction. Novobiocin acts as a competitive inhibitors of the ATPase reaction catalysed by GyrB . It is also a Hsp90 inhibitor . Antimicrobial spectrum: Gram-positive bacterial.

Mode of Action: Inhibits DNA synthesis by inhibiting the enzyme Topoisomerase II.
Antimicrobial spectrum: Gram-positive bacterial.

Packaging

1g, 5g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Light sensitive. Store under inert gas. Keep in a dry place.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H317,H319
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves