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Merck
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주요 문서

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C9270

Sigma-Aldrich

Coumermycin A1

동의어(들):

Notomycin A1

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모든 사진(2)

About This Item

실험식(Hill 표기법):
C55H59N5O20
CAS Number:
4434-05-3
Molecular Weight:
1110.08
Beilstein:
470805
MDL number:
MFCD00057312
UNSPSC 코드:
51102829
PubChem Substance ID:
329775201
NACRES:
NA.85

형태

powder

solubility

DMSO: 50 mg/mL

항생제 활성 스펙트럼

Gram-negative bacteria
Gram-positive bacteria

동작 모드

DNA synthesis | interferes
enzyme | inhibits

SMILES string

CO[C@@H]1[C@@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc3ccc4C(O)=C(NC(=O)c5c[nH]c(C(=O)NC6=C(O)c7ccc(O[C@@H]8OC(C)(C)[C@H](OC)[C@@H](OC(=O)c9ccc(C)[nH]9)[C@H]8O)c(C)c7OC6=O)c5C)C(=O)Oc4c3C)OC1(C)C

InChI

1S/C55H59N5O20/c1-21-12-16-29(57-21)48(67)77-42-38(63)52(79-54(6,7)44(42)71-10)73-31-18-14-26-36(61)34(50(69)75-40(26)24(31)4)59-46(65)28-20-56-33(23(28)3)47(66)60-35-37(62)27-15-19-32(25(5)41(27)76-51(35)70)74-53-39(64)43(45(72-11)55(8,9)80-53)78-49(68)30-17-13-22(2)58-30/h12-20,38-39,42-45,52-53,56-58,61-64H,1-11H3,(H,59,65)(H,60,66)/t38-,39-,42+,43+,44-,45-,52-,53-/m1/s1

InChI key

WTIJXIZOODAMJT-DHFGXMAYSA-N

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일반 설명

Chemical structure: coumarin-glycoside

애플리케이션

Coumermycin A1 is an aminocoumarin antibiotic used to study processes such as DNA replication, transcription, and recombination that involve DNA topoisomerase II activity. It has been used to treat Staphylococcus aureus endocarditis in the rat model and to study the effect of coumermycin A1 on the expression of 67 fusions in Salmonella typhimurium. .

생화학적/생리학적 작용

Coumermycin A1 inhibits DNA Gyrase which thereby inhibits cell division in bacteria.

기타 정보

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H302

예방조치 성명서

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

시험 성적서(COA)

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문서 라이브러리 방문

S B Jovanovich et al.
Journal of bacteriology, 169(10), 4431-4435 (1987-10-01)
We have estimated the extent to which relaxation of supercoiling by the DNA gyrase inhibitor coumermycin A1 affects gene expression in vivo in Salmonella typhimurium. We isolated a set of Mu d1-8 Lac+ operon fusions to random promoters and measured
Joseph A Burlison et al.
Organic letters, 8(21), 4855-4858 (2006-10-06)
[structure: see text] The coumarin antibiotics are not only potent inhibitors of DNA gyrase but also represent the most effective C-terminal inhibitors of 90 kDa heat shock proteins (Hsp90) reported thus far. In contrast to the N-terminal ATP-binding site, little
Ryan C Chai et al.
Molecular oncology, 11(5), 567-583 (2017-03-18)
Heat shock protein 90 (HSP90) regulates multiple signalling pathways critical for tumour growth. As such, HSP90 inhibitors have been shown to act as effective anticancer agents in preclinical studies but, for a number of reasons, the same effect has not
C M Perronne et al.
Antimicrobial agents and chemotherapy, 31(4), 539-543 (1987-04-01)
The efficacy of a 5-day treatment with coumermycin A1 (hereafter referred to as coumermycin) (at three dosage regimens), with ciprofloxacin, or with coumermycin plus ciprofloxacin was tested in experimental aortic valve endocarditis induced in rats by a strain of methicillin-susceptible
Lutz Heide
Methods in enzymology, 459, 437-455 (2009-04-14)
The aminocoumarin antibiotics novobiocin, clorobiocin and coumermycin A(1) are formed by different Streptomyces strains and are potent inhibitors of bacterial gyrase. Their biosynthetic gene clusters have been analyzed in detail by genetic and biochemical investigations. Heterologous expression of these gene
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