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Merck

74675

Novobiocin sodium salt

≥93% (HPLC)

Synonim(y):

Albamycin, Cathomycin, Novobiocin, Novobiocin, Monosodium Salt

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C31H35N2NaO11
Numer CAS:
1476-53-5
Masa cząsteczkowa:
634.61
UNSPSC Code:
51286504
NACRES:
NA.85
EC Number:
216-023-6
Beilstein/REAXYS Number:
3892910

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InChI key

AXOUUAINTJNFRS-UHFFFAOYSA-N

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

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

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

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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.
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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1

Klasa składowania

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

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Certyfikaty analizy (CoA)

Lot/Batch Number
0000109907
0000082862
0000082863
049M4865V
049M4864V

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Y Sumiyoshi et al.
The Journal of general virology, 64 (Pt 10), 2329-2333 (1983-10-01)
Inhibitors of bacterial DNA gyrase and eukaryotic DNA topoisomerase (novobiocin and nalidixic acid) were investigated with respect to their effect on the activity of RNA-dependent DNA polymerases from murine and avian retroviruses. Purified RNA-dependent DNA polymerase from AKR virus was
D Lockshon et al.
Nucleic acids research, 11(10), 2999-3017 (1983-05-25)
A procedure has been developed whereby the relative amounts of the topoisomers of E. coli plasmid can be determined for cells grown under a variety of conditions. Several applications of the procedure are presented. Addition of either novobiocin or oxolinic
N R Cozzarelli
Science (New York, N.Y.), 207(4434), 953-960 (1980-02-29)
Negative supercoiling of bacterial DNA by DNA gyrase influences all metabolic processes involving DNA and is essential for replication. Gyrase supercoils DNA by a mechanism called sign inversion, whereby a positive supercoil is directly inverted to a negative one by
A Maxwell
Molecular microbiology, 9(4), 681-686 (1993-08-01)
The coumarin group of antibiotics have as their target the bacterial enzyme DNA gyrase. The drugs bind to the B subunit of gyrase and inhibit DNA supercoiling by blocking the ATPase activity. Recent data show that the binding site for
Lorenzo González-Molleda et al.
Antimicrobial agents and chemotherapy, 56(2), 893-902 (2011-11-23)
The lytic DNA replication of Kaposi's sarcoma-associated herpesvirus (KSHV) initiates at an origin (ori-Lyt) and requires trans-acting elements, both viral and cellular. We recently demonstrated that several host cellular proteins, including topoisomerases I and II (Topo I and II), are
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