CHROMOMYCIN A3 | 7059-24-7

CHROMOMYCIN A3 Properties

Melting point	185℃
alpha	D23 -57° (ethanol)
Boiling point	780.13°C (rough estimate)
Density	1.1451 (rough estimate)
refractive index	1.6500 (estimate)
storage temp.	2-8°C
solubility	Soluble in ethanol, DMSO, and ethyl acetate (10 mg/ml).
form	Yellow solid
pka	4.54±0.60(Predicted)
color	Yellow
Merck	13,2258
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
EWG's Food Scores	1
FDA UNII	DVW027E7NL
NCI Drug Dictionary	chromomycin A3

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06

Signal word

Danger

Hazard statements

H300

Precautionary statements

P264-P270-P301+P310-P405-P501

Hazard Codes

T+,T

Risk Statements

61-28

Safety Statements

53-28-36/37/39-45

RIDADR

UN 3462 6.1/PG 1

WGK Germany

3

RTECS

GB7875000

F

3-8-10

HazardClass

6.1(a)

PackingGroup

I

HS Code

29419090

Toxicity

Excitation max: ~445 nm. Emission max: ~575 nm. Sol in ethanol, ethyl acetate, DMSO, methanol. LD50 in mice (mg/kg): 1.85 i.v. (Slavik, Carter).

NFPA 704

	0
4		0

CHROMOMYCIN A3 price More Price(23)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	C2659	Chromomycin A3 from Streptomyces griseus ≥95% (HPLC)	7059-24-7	5mg	$297	2024-03-01	Buy
Sigma-Aldrich	C2659	Chromomycin A3 from Streptomyces griseus ≥95% (HPLC)	7059-24-7	10mg	$497	2024-03-01	Buy
Alfa Aesar	J62927	Chromomycin A3, 97%	7059-24-7	10mg	$388.65	2024-03-01	Buy
Cayman Chemical	11315	Chromomycin A3 ≥98%	7059-24-7	1mg	$50	2024-03-01	Buy
Cayman Chemical	11315	Chromomycin A3 ≥98%	7059-24-7	5mg	$138	2024-03-01	Buy

Product number	Packaging	Price	Buy
C2659	5mg	$297	Buy
C2659	10mg	$497	Buy
J62927	10mg	$388.65	Buy
11315	1mg	$50	Buy
11315	5mg	$138	Buy

CHROMOMYCIN A3 Chemical Properties,Uses,Production

Description

Chromomycin A₃ is an anthraquinone antibiotic and antitumor agent isolated from S. griseus that is used as a fluorescent probe for DNA with excitation/emission spectra of 445/575 nm. Its DNA binding is specific to two or more contiguous GC base pairs, which makes it suitable for characterizing heterochromatin in plants with species-specific AT:GC ratios. Chromomycin A₃ is cytotoxic against non-small cell lung cancer and cervical cancer in vitro (IC₅₀s = 1, 42, 60, and 40 nM for HCC44, A549, ME180, and HeLa cells, respectively). It also inhibits oxidative stress- and DNA damage-induced neuronal injury by enhancing Sp1 and Sp3 transcription factor binding.

Chemical Properties

Yellow powder

Uses

Chromomycin A3, is used as a G-C specific DNA ligand which inhibits transcription and acts as a DNA binding dye. Chromomycin A3 antagonizes enhanced DNA binding of the transcription factors Sp1 and Sp3 to their cognate "G-C" box, induced by oxidative stress or DNA damage. Furthermore, by inhibiting transcription, Chromomycin A3 and its structural analogs can inhibit protein biosynthesis.

Uses

Chromomycin A3 is the major component of the chromomycin complex of the aureolic acid class, isolated from several Streptomyces species, and first reported in 1960. Chromomycin A3 exhibits a broad biological profile as an antibacterial, antifungal and antitumour agent. It binds reversibly to GC-specific DNA ligand in the minor groove which inhibits transcription, DNA gyrase and topoisomerase II activity. The intense UV spectrum and strong fluorescence makes chromomycin a useful stain for DNA.

Uses

Fluorescent DNA stain in flow cytometry and karyotype analysis of chromosomes.

Definition

ChEBI: Chromomycin A3 is a chromomycin.

General Description

Chemical structure: aureolic acid

Biochem/physiol Actions

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.

Purification Methods

Dissolve the antibiotic (10g) in EtOAc and add to a column of Silica Gel (Merck 0.05-0.2microns, 4x70cm) in EtOAc containing 1% oxalic acid. Elute with EtOAc+1% oxalic acid and check fractions by TLC. Pool fractions, wash with H2O thoroughly, dry and evaporate. Recrystallise the residue from EtOAc. The heptaacetate has m 214o, [] D -20o (c 1, EtOH). [Miyamoto et al. Tetrahedron 23 421 1967, Harada et al. J Am Chem Soc 91 5896 1969, Beilstein 17/5 V 673.]

References

Van Dyke et al. (1983), Chromomycin, Mithramycin and olivomycin binding sites on heterogeneous deoxyribonucleic acid. Footprinting with methidiumpropyl-EDTA)iron(II); ?Biochemistry, 22 2373 Crissman and Tobey (1990), Specific staining of DNA with the fluorescent antibiotic, mithramycin, chromomycin, and olivomycin; Methods Cell Biol., 33 97 Chatterjee et al. (2001), Sequence-selective DNA binding drugs mithramycin A and chromomycin A3 are potent inhibitors of neuronal apoptosis induced by oxidative stress and DNA damage in cortical neurons; Neurol., 49 345 Miller et al. (2010), Identification of known drugs that act as inhibitors of NF-kappaB signaling and their mechanism of action; Pharmacol., 79 1272 Dutta et al. (2020), Comparative analysis of tests used to assess sperm chromatin integrity and DNA fragmentation; Andrologia, 53?e13718

CHROMOMYCIN A3 Preparation Products And Raw materials

Raw materials

Preparation Products

CHROMOMYCIN A3 Suppliers

Global( 104)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Zhuanglai Chemical Trading Co.,Ltd	+8613343047651	admin@zlchemi.com	China	476	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569266 15319487004	1015@dideu.com	China	2263	58
Fuxin Pharmaceutical	+86-021-021-50872116 +8613122107989	contact@fuxinpharm.com	China	10297	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Longyan Tianhua Biological Technology Co., Ltd	0086 18039857276 18039857276		CHINA	2783	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29220	58

Supplier	Advantage
Hebei Zhuanglai Chemical Trading Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Hubei xin bonus chemical co. LTD	58
career henan chemical co	58
Shaanxi Dideu Medichem Co. Ltd	58
Fuxin Pharmaceutical	58
TargetMol Chemicals Inc.	58
Longyan Tianhua Biological Technology Co., Ltd	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
Dideu Industries Group Limited	58

View Lastest Price from CHROMOMYCIN A3 manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-24	chromomycin A3 7059-24-7	US $150.00 / kg	1kg	99%	20ton	Hebei Zhuanglai Chemical Trading Co.,Ltd
2021-07-02	CHROMOMYCIN A3 USP/EP/BP 7059-24-7	US $1.10 / g	1g	99.9%	100 Tons Min	Dideu Industries Group Limited
2020-11-18	CHROMOMYCIN A3 7059-24-7	US $12.00 / Kg/Bag	25Kg/Bag	99%	20 Tons	Longyan Tianhua Biological Technology Co., Ltd

chromomycin A3
7059-24-7
US $150.00 / kg
99%
Hebei Zhuanglai Chemical Trading Co.,Ltd

CHROMOMYCIN A3 USP/EP/BP
7059-24-7
US $1.10 / g
99.9%
Dideu Industries Group Limited

CHROMOMYCIN A3
7059-24-7
US $12.00 / Kg/Bag
99%
Longyan Tianhua Biological Technology Co., Ltd

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chromomycina(sub3) nosyl)-7-methyl- nsc-58514 olivomycind,3b-o-(4-o-acetyl-2,6-dideoxy-3-c-methyl-alpha-l-arabinohexopyra TOYOMYCIN 3BETA-O-(4-O-ACETYL-2.6-DIDEOXY-3-C-METHYL-ALPHA-L-ARABINO HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN D 3B-O-(4-O-ACETYL-2,6-DIDEOXY-3-C-METHYL-ALPHA-L-ARABINO-HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN D 3B-O-(4-O-ACETYL-2,6-DIDEXY-3-C-METHYL-ALPHA-L-ARABINO-HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN ABURAMYCIN BETA CHROMOMYCIN A3 CHROMOMYCIN A3 STREPTOMYCES GRISEUS 3D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methylolivomycin D CHROMOMYCIN A(3), FOR FLUORESCENCE CHROMOMYCIN A3 FROM STREPTOMYCESGRISEUS APPROX. 96 Chromomycin D-threo-2-Pentulose, 1-C-(2S,3S)-7-4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-.alpha.-D-lyxo-hexopyranosyl)-.beta.-D-lyxo-hexopyranosyloxy-3-O-4-O-acetyl-2,6-dideoxy-3-C-methyl-.alpha.-L-arabino-hexopyranosyl-(1?3)-O-2,6-dideoxy-.beta.-D-arabino-h chromomycin a3from streptomyces griseus 3'''-O-(4-O-Acetyl-3-C-methyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-7-methylolivomycin D Chromoycin A3 Olivomycin D AburaMycin, ToyoMycin, NSC 58514, B 599-III, SR1768E aburamycinb antibiotic69895a antibioticb599 Chromomycin A - CAS 7059-24-7 - Calbiochem [(2R,3S,4R,6S)-6-[[(6S,7S)-6-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5S,6S)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-[(2R,4R,5R,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-2-methyloxan-3-yl] acetate D-threo-2-Pentulose, 1-C-[(2S,3S)-7-[[4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-D-lyxo-hexopyranosyl)-β-D-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy... CHROMOMYCIN A3 USP/EP/BP 7059-24-7 C57H82O26 Antibiotics Antibiotics A to Z Antibiotics A-F BioChemical antibiotic