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S1014

Streptonigrin

Name: Streptonigrin
Brand: SIGMA

from Streptomyces flocculus, ≥98% (HPLC), powder, apoptosis inducer

Synonym(s):

Bruneomycin, Nigrin

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₂₂N₄O₈

CAS Number:

3930-19-6

Molecular Weight:

506.46

NACRES:

NA.77

PubChem Substance ID:

24899458

UNSPSC Code:

12352200

EC Number:

223-501-8

MDL number:

MFCD00063401

Beilstein/REAXYS Number:

599390

Assay:

≥98%

Quality level:

200

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Product Name

Streptonigrin from Streptomyces flocculus, ≥98%

Quality Level

200

assay

≥98%

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

COc1ccc(c(O)c1OC)-c2c(C)c(nc(c2N)-c3ccc4C(=O)C(OC)=C(N)C(=O)c4n3)C(O)=O

InChI

1S/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,30H,26-27H2,1-4H3,(H,33,34)

InChI key

PVYJZLYGTZKPJE-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

Streptonigrin (SN) is an aminoquinone antitumour antibiotic. Its antineoplastic activity requires reductive activation by Xanthine-converting enzymes. It induces apoptosis by a mechanism involving NF-κB. DNA cleavage reaction and chromosome damage by SN are influenced by the nature of the metal ion present and dependent on the production of free radicals. Its antibiotic activity is iron-activated.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000525179

0000445554

0000445555

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Transcriptomic Analysis of Streptococcus pyogenes Colonizing the Vaginal Mucosa Identifies hupY, an MtsR-Regulated Adhesin Involved in Heme Utilization.

Laura C C Cook et al.

mBio, 10(3) (2019-06-27)

Streptococcus pyogenes (group A streptococcus [GAS]) is a serious human pathogen with the ability to colonize mucosal surfaces such as the nasopharynx and vaginal tract, often leading to infections such as pharyngitis and vulvovaginitis. We present genome-wide transcriptome sequencing (RNASeq)

A Novel Heme Transporter from the Energy Coupling Factor Family Is Vital for Group A Streptococcus Colonization and Infections.

Nilanjana Chatterjee et al.

Journal of bacteriology, 202(14) (2020-05-13)

Group A streptococcus (GAS) produces millions of infections worldwide, including mild mucosal infections, postinfection sequelae, and life-threatening invasive diseases. During infection, GAS readily acquires nutritional iron from host heme and hemoproteins. Here, we identified a new heme importer, named SiaFGH

Functional characterization of Fur in iron metabolism, oxidative stress resistance and virulence of Riemerella anatipestifer.

Mi Huang et al.

Veterinary research, 52(1), 48-48 (2021-03-21)

Iron is essential for most bacteria to survive, but excessive iron leads to damage by the Fenton reaction. Therefore, the concentration of intracellular free iron must be strictly controlled in bacteria. Riemerella anatipestifer (R. anatipestifer), a Gram-negative bacterium, encodes the

A fluopol-ABPP HTS assay to identify PAD inhibitors.

Bryan Knuckley et al.

Chemical communications (Cambridge, England), 46(38), 7175-7177 (2010-08-27)

Protein Arginine Deiminase (PAD) activity is dysregulated in numerous diseases, e.g., Rheumatoid Arthritis. Herein we describe the development of a fluorescence polarization-Activity Based Protein Profiling (fluopol-ABPP) based high throughput screening assay that can be used to identify PAD-selective inhibitors. Using

Iron and citrate export by a major facilitator superfamily pump regulates metabolism and stress resistance in Salmonella Typhimurium.

Elaine R Frawley et al.

Proceedings of the National Academy of Sciences of the United States of America, 110(29), 12054-12059 (2013-07-04)

The efficacy of antibiotics and host defenses has been linked to the metabolic and redox states of bacteria. In this study we report that a stress-induced export pump belonging to the major facilitator superfamily effluxes citrate and iron from the

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Global Trade Item Number

SKU	GTIN
S1014-5MG	04061836846343
S1014-1MG	04061836844714

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