CAS 7059-24-7

Chromomycin A3

Beschreibung:

Chromomycin A3 ist ein Anthrazyklin-Antibiotikum, das von dem Bakterium *Streptomyces griseus* produziert wird. Es ist hauptsächlich für seine Verwendung in der Krebsbehandlung bekannt, da es in der Lage ist, DNA zu interkalieren und somit die Synthese von DNA und RNA zu hemmen. Diese Verbindung zeigt eine leuchtend gelbe Farbe und ist in Wasser löslich, was ihre Verwendung in verschiedenen biologischen Anwendungen erleichtert. Chromomycin A3 hat eine chemische Formel, die seine komplexe Struktur widerspiegelt, mit mehreren aromatischen Ringen und Zuckermolekülen, die zu seiner biologischen Aktivität beitragen. Sein Wirkmechanismus beinhaltet die Bindung an GC-reiche Regionen der DNA, was zur Störung zellulärer Prozesse in sich schnell teilenden Zellen führt, was für viele Antikrebsmittel charakteristisch ist. Darüber hinaus wurde Chromomycin A3 auf sein potenzielles Verwendung in der Molekularbiologie als fluoreszierende Sonde zur DNA-Detektion untersucht. Allerdings ist seine klinische Anwendung aufgrund potenzieller Toxizität und Nebenwirkungen eingeschränkt, was eine sorgfältige Überlegung in therapeutischen Anwendungen erfordert. Insgesamt stellt Chromomycin A3 eine bedeutende Verbindung im Bereich der medizinischen Chemie und der Krebsforschung dar.

Formel: C₅₇H₈₂O₂₆

InChl: 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+/m1/s1

InChI Key: InChIKey=ZYVSOIYQKUDENJ-WKSBCEQHSA-N

SMILES: O=C1C=2C(C[C@@]([C@@H](C([C@H]([C@@H](C)O)O)=O)OC)([C@@H]1O[C@H]3C[C@@H](O[C@H]4C[C@@H](O[C@H]5C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O5)[C@H](O)[C@@H](C)O4)[C@H](O)[C@@H](C)O3)[H])=CC=6C(C2O)=C(O)C(C)=C(O[C@H]7C[C@@H](O[C@@H]8C[C@@H](O)[C@@H](OC)[C@@H](C)O8)[C@@H](OC(C)=O)[C@@H](C)O7)C6

Synonyme:

• (1S)-1-C-[(2S,3S)-7-[[4-O-Acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-<span class="text-smallcaps">D</smallcap>-lyxo-hexopyranosyl)-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<smallcap>L</smallcap>-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-<smallcap>D</span>-threo-2-pentulose
• (1S)-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-hexopyranosyl]oxy}-3-{[4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-arabino-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-arabino-hexopyranosyl]oxy}-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-5-deoxy-1-O-methyl-D-xylulose
• 3D-O-(4-O-Acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methylolivomycin D
• <span class="text-smallcaps">D</smallcap>-threo-2-Pentulose, 1-C-[(2S,3S)-7-[[4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-<smallcap>D</smallcap>-lyxo-hexopyranosyl)-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<smallcap>L</smallcap>-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</span>-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-, (1S)-
• Aburamycin B
• Antibiotic 69895 A
• Antibiotic B 599
• Antibiotic from Streptomyces griseus
• CMA³
• Ccris 2755
• Chromomycin A(sub 3)
• Chromomycin A₃
• Nsc 58514
• Olivomycin D, 3^D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<span class="text-smallcaps">L</span>-arabino-hexopyranosyl)-7-methyl-
• Olivomycin D, 3B-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methyl- (9CI)
• Olivomycin D, 3B-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabinohexopyranosyl)-7-methyl-
• Olivomycin D, 3D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methyl-
• Toyomycin
• (1S)-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]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-D-threo-2-pentulose
• 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]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-, (1S)-
• Chromomycin A3

Chromomycin A3, 97%

CAS: 7059-24-7

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 tr

Formel: C₅₇H₈₂O₂₆

Reinheit: 97%

Farbe und Form: Yellow, Powder or crystals or crystalline powder

Molekulargewicht: 1183.26

Ref: 02-J62927

Chromomycin A3

CAS: 7059-24-7

Formel: C₅₇H₈₂O₂₆

Reinheit: ≥ 98%

Farbe und Form: Yellow powder

Molekulargewicht: 1183.30

Ref: 7W-GA6463

Chromomycin A3

CAS: 7059-24-7

Chromomycin A3 is an antibioti,inhibits DNA replication and transcription; a fluorescent DNA stain and assay; anticancer Hodgkin's,melanomas, and breast cancer.

Formel: C₅₇H₈₂O₂₆

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 1183.24

Ref: TM-T10810

Chromomycin A3

CAS: 7059-24-7

Chromomycin A3

Formel: C₅₇H₈₂O₂₆

Reinheit: By hplc: 99.39% (Typical Value in Batch COA)

Farbe und Form: yellow powder

Molekulargewicht: 1,183.25g/mol

Ref: 54-BIC1009

Chromomycin A3 from streptomyces griseus

CAS: 7059-24-7

Chromomycin A3 (CMA3) is a cytotoxic antibiotic that is produced by Streptomyces griseus. CMA3 inhibits DNA synthesis and provides protection against bacterial infection, as well as cancer cells. It binds to the D-loop region of duplex DNA, which prevents the progression of polymerase chain reactions. CMA3 has been shown to be effective in inhibiting growth of gram-positive bacteria and gram-negative bacteria, as well as many species of fungi. The use of CMA3 may be complicated by its toxicity to animal cells, so it should only be used in combination with other antibiotics because it can reduce the toxicity of other drugs.

Formel: C₅₇H₈₂O₂₆

Reinheit: Min. 95 Area-%

Farbe und Form: Powder

Molekulargewicht: 1,183.25 g/mol

Ref: 3D-FC41668