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C2659

Sigma-Aldrich

色霉素A3 来源于灰色链霉菌

≥95% (HPLC)

别名:

Aburamycin B, CMA3, NSC 58514

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About This Item

经验公式（希尔记法）:
C57H82O26
CAS号:
7059-24-7
分子量:
1183.25
EC號碼:
230-348-0
MDL號碼:
MFCD00043151
分類程式碼代碼:
41106305
PubChem物質ID:
24892514
NACRES:
NA.77

品質等級

200

化驗

≥95% (HPLC)

形狀

powder

抗生素活性譜

Gram-positive bacteria
fungi
neoplastics

作用方式

DNA synthesis | interferes

儲存溫度

−20°C

SMILES 字串

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 密鑰

ZYVSOIYQKUDENJ-MTPXVABGSA-N

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相关类别

一般說明

Chemical structure: aureolic acid

應用

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

生化／生理作用

Chromomycin A3 from Streptomyces griseus is an antibiotic exhibiting anti-bacterial, anti-fungal and antitumor activities. It serves as a fluorescent DNA stain. 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.

特點和優勢

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.

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險聲明

H300

危險分類

Acute Tox. 1 Oral

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

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

分析证书(COA)

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H Simon et al.
FEBS letters, 353(1), 79-83 (1994-10-10)
The influence of netropsin (Nt), distamycin A (Dst-3) and chromomycin A3 (CHR) on the binding of gyrase from Streptomyces noursei to an 162 bp-fragment of pBR 322 containing a strong gyrase cleavage site and on the gyrase mediated cleavage of
Phylogenomic analysis by chromosome sorting and painting
Stanyon R, et al.
Methods in Molecular Biology, 13-29 (2008)
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
Biosynthesis of the Antitumor Chromomycin A3 in Streptomyces griseus: Analysis of the Gene Cluster and Rational Design of Novel Chromomycin Analogs
Menendez, N et al.
Chemistry and Biology, 11(2), 21-32 (2019)
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)
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