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Merck
CN

K1507

Sigma-Aldrich

Kirromycin from Streptomyces collinus

别名:

Antibiotic Myc-8003, Mocimycin

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About This Item

经验公式(希尔记法):
C43H60N2O12
CAS号:
分子量:
796.94
EC 号:
MDL编号:
UNSPSC代码:
51102829
PubChem化学物质编号:
NACRES:
NA.85

生物来源

Streptomyces collinus

质量水平

表单

powder

颜色

yellow

溶解性

methanol: 1.90-2.10 mg/mL, clear, yellow

抗生素抗菌谱

Gram-negative bacteria
Gram-positive bacteria

作用机制

protein synthesis | interferes

储存温度

−20°C

SMILES字符串

CCC(C(=O)NC\C=C\C=C(/C)C(OC)C(C)C1OC(\C=C\C=C\C=C(/C)C(=O)C2=C(O)C=CNC2=O)C(O)C1O)C3(O)OC(\C=C\C=C\C)C(C)(C)C(O)C3O

InChI

1S/C43H60N2O12/c1-9-11-13-21-31-42(6,7)38(50)39(51)43(54,57-31)28(10-2)40(52)44-23-17-16-19-26(4)36(55-8)27(5)37-35(49)34(48)30(56-37)20-15-12-14-18-25(3)33(47)32-29(46)22-24-45-41(32)53/h9,11-22,24,27-28,30-31,34-39,48-51,54H,10,23H2,1-8H3,(H,44,52)(H2,45,46,53)/b11-9+,14-12+,17-16+,20-15+,21-13+,25-18+,26-19+

InChI key

HMSYAPGFKGSXAJ-DSMBXYKSSA-N

一般描述

Chemical structure: polyene

应用

Kirromycin is a polyketide antibiotic which is produced by the actinomycetes Streptomyces collinus. Kirromycin has been used to stimulate GTPase action of EF-Tu in the absence of programmed ribosomes in Thermus thermophilus. Kirromycin is used to study bacterial protein synthesis at the level of elongation factor EF-Tu-GDP release.

生化/生理作用

Binding of kirromycin to EF-Tu prevents EF-TuGDP from being ejected from the ribosome, which immobilizes the ribsome, as well as all of the following ribosomes on the mRNA.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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The kirromycin gene cluster of Streptomyces collinus Tü 365 codes for an aspartate-alpha-decarboxylase, KirD, which is involved in the biosynthesis of the precursor beta-alanine.
Kristina J Laiple et al.
The Journal of antibiotics, 62(8), 465-468 (2009-07-18)
Mikel Valle et al.
The EMBO journal, 21(13), 3557-3567 (2002-07-03)
During the elongation cycle of protein biosynthesis, the specific amino acid coded for by the mRNA is delivered by a complex that is comprised of the cognate aminoacyl-tRNA, elongation factor Tu and GTP. As this ternary complex binds to the
Ewa M Musiol et al.
Chemistry & biology, 18(4), 438-444 (2011-04-26)
In the biosynthesis of complex polyketides, acyltransferase domains (ATs) are key determinants of structural diversity. Their specificity and position in polyketide synthases (PKSs) usually controls the location and structure of building blocks in polyketides. Many bioactive polyketides, however, are generated
K Mikulík et al.
Biochemical and biophysical research communications, 289(2), 434-443 (2001-11-22)
Protein kinase associated with ribosomes of streptomycetes phosphorylates 11 ribosomal proteins. Phosphorylation activity of protein kinase reaches its maximum at the end of exponential phase of growth. When (32)P-labeled cells from the end of exponential phase of growth were transferred
Mikel Valle et al.
Science (New York, N.Y.), 300(5616), 127-130 (2003-04-05)
Bacterial ribosomes stalled on defective messenger RNAs (mRNAs) are rescued by tmRNA, an approximately 300-nucleotide-long molecule that functions as both transfer RNA (tRNA) and mRNA. Translation then switches from the defective message to a short open reading frame on tmRNA

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