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
• UNSPSC Code: 51286504
• NACRES: NA.85
• EC Number: 216-023-6
• Beilstein/REAXYS Number: 3892910

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

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

Novobiocin is used to study heat shock protein inhibition [1] and to produce positively supercoiled plasmid DNA.[2] It is an inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase.[3] It also is an inhibitor of retrovirus RNA-dependent DNA-polymerase.[4]

Biochem/physiol Actions

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

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 [5]. It is also a Hsp90 inhibitor [1]. 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
• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves