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Merck

C2659

Sigma-Aldrich

Chromomycin A₃

from Streptomyces griseus, ≥95% (HPLC), powder, RNA synthesis inhibitor

别名:

Aburamycin B, CMA3, NSC 58514

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5 MG
$709.00
10 MG
$734.00

About This Item

经验公式(希尔记法):
C57H82O26
CAS号:
分子量:
1183.25
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77

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产品名称

色霉素A3 来源于灰色链霉菌, ≥95% (HPLC)

质量水平

方案

≥95% (HPLC)

表单

powder

抗生素抗菌谱

Gram-positive bacteria
fungi
neoplastics

作用机制

DNA synthesis | interferes

储存温度

−20°C

SMILES字符串

CO[C@H]1[C@@H](O)CC(O[C@H]1C)O[C@H]2CC(O[C@@H](C)[C@H]2OC(C)=O)Oc3cc4cc5C[C@@H]([C@@H](OC)C(=O)[C@@H](O)[C@H](C)O)[C@H](OC6C[C@@H](OC7C[C@H](OC8C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O8)[C@@H](O)[C@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)c5c(O)c4c(O)c3C

InChI

1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24+,25-,26-,27-,32-,33-,35+,36-,37-,38?,39?,40?,41?,42?,46-,47+,48-,52+,53+,54+,55-,56-,57-/m0/s1

InChI key

ZYVSOIYQKUDENJ-MTPXVABGSA-N

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一般描述

Chemical structure: aureolic acid

应用

Chromomycin A3 from Streptomyces griseus has been used as a reagent in flow sorting.[1] It has also been used to stain spermatozoa to evaluate the sperm nuclear chromatin integrity.[2]

生化/生理作用

Chromomycin A3 from Streptomyces griseus is an antibiotic exhibiting anti-bacterial, anti-fungal and antitumor activities.[3] It serves as a fluorescent DNA stain.[4] It is useful for the detection of protamine deficiency in sperm chromatin. The compound blocks macromolecule synthesis by a specific, reversible interaction with DNA in the presence of bivalent metal ions. Binding to DNA minor groove mediates an efficient competitive inhibition of DNA gyrase and significantly affects topoisomerase II activity.

特点和优势

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 1 Oral

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Phylogenomic analysis by chromosome sorting and painting
Stanyon R, et al.
Methods in Molecular Biology, 13-29 (2008)
S Chakrabarti et al.
Biochemical pharmacology, 56(11), 1471-1479 (1998-11-25)
Chromomycin A3 (CHR), an anticancer antibiotic, blocks macromolecular synthesis via reversible interaction with DNA only in the presence of divalent cations like Mg2+. In the absence of DNA, the antibiotic forms a dimer: Mg2+ complex [(CHR)2Mg2+]. It is the DNA-binding
A Bell et al.
Journal of molecular recognition : JMR, 10(6), 245-255 (1998-10-15)
We present titrations of the human delta beta-globin gene region with DNA minor groove binders netropsin, bisnetropsin, distamycin, chromomycin and four bis-quaternary ammonium compounds in the presence of calf thymus topoisomerase II and DNase I. With increasing ligand concentration, stimulation
Dietary supplementation with astaxanthin may ameliorate sperm parameters and DNA integrity in streptozotocin-induced diabetic rats
Menendez, N et al.
Clinical and Experimental Reproductive Medicine, 43(2), 90-96 (2016)
Strategies for choosing a deoxyribonucleic acid stain for flow cytometry of metaphase chromosomes.
Jensen R, et al.
The Journal of Histochemistry and Cytochemistry, 25(8), 954-964 (1977)

商品

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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