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Merck
모든 사진(2)

문서

N2286

Sigma-Aldrich

Nonactin

from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

동의어(들):

Ammonium ionophore I, Ammonium ionophore

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About This Item

실험식(Hill 표기법):
C40H64O12
CAS Number:
Molecular Weight:
736.93
Beilstein:
76434
EC Number:
UNSPSC 코드:
51102829
PubChem Substance ID:
NACRES:
NA.76

생물학적 소스

Streptomyces griseus

Quality Level

설명

Natural macrotetrolide, may contain homologues (like monactin and dinactin)

분석

≥98.0% (Total homologs, HPLC)

형태

powder

solubility

chloroform: soluble 10 mg/mL

항생제 활성 스펙트럼

Gram-positive bacteria

동작 모드

DNA synthesis | interferes
cell membrane | interferes

저장 온도

2-8°C

SMILES string

C[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]3CC[C@H](O3)[C@H](C)C(=O)O[C@@H](C)C[C@@H]4CC[C@@H](O4)[C@@H](C)C(=O)O[C@H](C)C[C@H]5CC[C@H](O5)[C@H](C)C(=O)O1

InChI

1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-

InChI key

RMIXHJPMNBXMBU-QIIXEHPYSA-N

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관련 카테고리

일반 설명

Chemical structure: macrolide

애플리케이션

Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is an uncoupler of oxidative phosphorylation .

생화학적/생리학적 작용

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, and to inhibit surface expression of certain heat shock proteins (HSP60) .

기타 정보

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

Pei-Ji Zhao et al.
Archives of pharmacal research, 28(11), 1228-1232 (2005-12-15)
Four compounds, including two novel macrolides, were isolated from an endophyte Streptomyces sp. Is9131 of Maytenus hookeri. Spectral data indicated that these compounds were dimeric dinactin (1), dimeric nonactin (2), cyclo-homononactic acid (3), and cyclo-nonactic acid (4). Bioassay results showed
Total synthesis of nonactin.
Ju Y.L.; Byeang H.K.
ChemInform, 52, 571-571 (1996)
Joshua B Phillips et al.
Bioorganic & medicinal chemistry letters, 20(19), 5936-5938 (2010-08-31)
We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and
Sergey M Korotkov et al.
Journal of biochemical and molecular toxicology, 21(2), 81-91 (2007-04-12)
The effects of Tl(+) ions on isolated rat liver mitochondria were studied in the presence of nonactin, a cyclic ionophore. Nonenergized rat liver mitochondria were increasingly swollen at an elevated concentration of Tl(+) in the 160 mOsm medium containing 0-150
Sarah B Luesse et al.
Bioorganic & medicinal chemistry letters, 18(14), 3946-3949 (2008-07-01)
The synthesis of a library of nonactic acid-derived triazoloamide derivatives and their evaluation as antimicrobial agents is described.

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