T5580

Myxothiazol

Name: Myxothiazol
Brand: SIGMA

from Myxococcus fulvus Mx f85, ≥98% (HPLC), lyophilized solid, antibiotic

동의어(들):

Myxothiazol A

조직 및 계약 가격을 보려면 로그인를 클릭합니다.

크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₂₅H₃₃N₃O₃S₂

CAS 번호:

76706-55-3

Molecular Weight:

487.68

UNSPSC Code:

51111800

PubChem Substance ID:

329826828

NACRES:

NA.77

MDL number:

MFCD00043397

주요 문서

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제품 이름

Myxothiazol, from Myxococcus fulvus Mx f85, ≥98% (HPLC)

SMILES string

CO[C@@H](\C=C\c1csc(n1)-c2csc(n2)[C@@H](C)\C=C\C=C\C(C)C)[C@@H](C)\C(OC)=C\C(N)=O

InChI key

XKTFQMCPGMTBMD-ZDBABOMLSA-N

InChI

1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13-/t17-,18+,21-/m0/s1

biological source

Myxococcus fulvus Mx f85

assay

≥98% (HPLC)

storage condition

protect from light, under inert gas

solubility

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow, DMSO: soluble, acetone: soluble, dichloromethane: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Application

Myxothiazol has been used as a complex IIIQo inhibitor in C. elegans cultures⁵. It has also been used to analyze mitochondrial oxygen transport in rat cells⁶.

Myxothiazol has been used in as a mitochondrial electron transport chain (mETC) inhibitor in P19 murine embryonal carcinoma pluripotent cell line and to treat HeLa cells for integrated stress response activation.

Biochem/physiol Actions

Myxothiazol, an antibiotic with activity against fungi and insects, is a strong inhibitor of mitochondrial cytochrome b/c₁-segment of respiratory chain. Myxothiazol binds to the quinol oxidation (Qo) site of the bc1 complex, blocking electron transfer to the Rieske iron-sulfur protein in the mitochondrial respiratory chain. Oxygen consumption blockage leads to a cytostatic effect that could be reversed. Myxothiazol, as other Epothilones, which are known for their anti tumor activity,contains a thiazole ring that is formed by the incorporation of cysteine into the polyketide backbone.

Preparation Note

Myxothiazol dissolves in chloroform at 9.80 - 10.20 mg/ml to yield a clear, colorless to yellow solution. It is also soluble in DMSO, acetone, dichloromethane, ethanol, ethyl acetate and methanol.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral

저장 등급

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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문서 라이브러리 방문

C. elegans as model for the study of high glucose- mediated life span reduction.

Andreas Schlotterer et al.

Diabetes, 58(11), 2450-2456 (2009-08-14)

Establishing Caenorhabditis elegans as a model for glucose toxicity-mediated life span reduction. C. elegans were maintained to achieve glucose concentrations resembling the hyperglycemic conditions in diabetic patients. The effects of high glucose on life span, glyoxalase-1 activity, advanced glycation end

Myxothiazol an antibiotic from Myxococcus fuluvus (Myxobacteraies). cultivation, isolation, physico-chemical and biological properties.

Gerth, K., et al.

The Journal of Antibiotics, 33, 1474-1479 (2002)

New lessons for combinatorial biosynthesis from myxobacteria. The myxothiazol biosynthetic gene cluster of Stigmatella aurantiaca DW4/3-1.

B Silakowski et al.

The Journal of biological chemistry, 274(52), 37391-37399 (1999-12-22)

The biosynthetic mta gene cluster responsible for myxothiazol formation from the fruiting body forming myxobacterium Stigmatella aurantiaca DW4/3-1 was sequenced and analyzed. Myxothiazol, an inhibitor of the electron transport via the bc(1)-complex of the respiratory chain, is biosynthesized by a

Mitochondrial unfolded protein response controls matrix pre-RNA processing and translation

Munch C and Harper JW

Nature, 534(7609), 710-710 (2016)

Organic anion transporters 1 and 3 influence cellular energy metabolism in renal proximal tubule cells.

Jelle Vriend et al.

Biological chemistry, 400(10), 1347-1358 (2019-01-18)

Organic anion transporters (OATs) 1 and 3 are, besides being uptake transporters, key in several cellular metabolic pathways. The underlying mechanisms are largely unknown. Hence, we used human conditionally immortalized proximal tubule epithelial cells (ciPTEC) overexpressing OAT1 or OAT3 to

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DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Myxothiazol

from Myxococcus fulvus Mx f85, ≥98% (HPLC), lyophilized solid, antibiotic

크기 선택

제품정보 (DICE 배송 시 비용 별도)

주요 문서

속성

제품 이름

SMILES string

InChI key

InChI

biological source

assay

storage condition

solubility

antibiotic activity spectrum

mode of action

storage temp.

Quality Level

관련 카테고리

설명

Application

Biochem/physiol Actions

Preparation Note

안전성 정보

pictograms

signalword

hcodes

pcodes

Hazard Classifications

저장 등급

wgk

flash_point_f

flash_point_c

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