Merck, C2659-5MG, Chromomycin A3 from Streptomyces griseus

Name: Chromomycin A3 from Streptomyces griseus
Brand: Merck
SKU: C2659-5MG

Size:5 mg, Aburamycin B, CMA₃, NSC 58514, ≥95% (HPLC)

Available Catalog Numbers

C2659-10MG C2659-5MG

Catalog Number: C2659-5MG

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Category

Antibiotics & Antimycotics

Pack Size5 mg

TagsChemistry & Biochemicals Biochemicals Antibiotics

CollectionsMerck Biochemicals Collection: Trusted Lab Reagents & Buffers Merck Cell Culture Supplements & Reagents: Complete Solutions for Research & Bioproduction Merck Roche Life Science Products for PCR, RT‑PCR & Nucleic Acid Purification

Description

General description
Chemical structure: aureolic acid
Application
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.
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.
Features and Benefits
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.

Specifications

General

UNSPSC Code	41106305
PubChem Substance ID	24892514
NACRES	NA.77
Web Name Override	Chromomycin A₃
EC Number	230-348-0
Web Name Suffix Override	from Streptomyces griseus, ≥95% (HPLC), powder, RNA synthesis inhibitor
MDL number	MFCD00043151
SMILES string	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
assay	≥95% (HPLC)
form	powder
antibiotic activity spectrum	Gram-positive bacteria

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Merck, C2659-5MG, Chromomycin A3 from Streptomyces griseus

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