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Merck
CN

PZ0182

Sigma-Aldrich

Pactamycin

≥95% (HPLC)

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别名:
2-Hydroxy-6-methylbenzoic acid [(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester, PNU-0015800, U-15800
经验公式(希尔记法):
C28H38N4O8
CAS号:
分子量:
558.62
MDL编号:
UNSPSC代码:
51101500
PubChem化学物质编号:

检测方案

≥95% (HPLC)

形式

powder

旋光性

[α]/D +20 to +30° in 95% ethanol

颜色

white to tan

溶解性

DMSO: ≥12 mg/mL

储存温度

2-8°C

SMILES字符串

C[C@H](O)[C@]1(NC(=O)N(C)C)[C@@H](N)[C@H](Nc2cccc(c2)C(C)=O)[C@](O)(COC(=O)c3c(C)cccc3O)[C@]1(C)O

InChI

1S/C28H38N4O8/c1-15-9-7-12-20(35)21(15)24(36)40-14-27(39)23(30-19-11-8-10-18(13-19)16(2)33)22(29)28(17(3)34,26(27,4)38)31-25(37)32(5)6/h7-13,17,22-23,30,34-35,38-39H,14,29H2,1-6H3,(H,31,37)/t17-,22-,23-,26-,27+,28-/m0/s1

InChI key

WVIUOSJLUCTGFK-JUJPXXQGSA-N

生化/生理作用

Pactamycin is a potent protein synthesis inhibitor, inhibiting protein synthesis at the translocation step on the 70S ribosome. It has activity against Gram-positive and Gram-negative bacteria, and broad antitumor, antiviral, and antiplasmodial activity. Cytotoxicity limits it clinical use.

法律信息

Sold for research purposes under agreement from Pfizer Inc.

象形图

Skull and crossbones

警示用语:

Danger

危险分类

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Hwei L Ong et al.
Pflugers Archiv : European journal of physiology, 453(6), 797-808 (2006-12-16)
Store-operated Ca(2+) entry (SOCE) is activated in response to depletion of intracellular Ca(2+) from the endoplasmic reticulum (ER). A variety of agonists stimulate SOCE via IP(3)-dependent Ca(2+) depletion. SOCE is also activated by thapsigargin, an inhibitor of Ca(2+) reuptake into
Eyal Kamhi et al.
Nucleic acids research, 34(12), 3421-3433 (2006-07-21)
More than 90% of human genes are rich in intronic latent 5' splice sites whose utilization in pre-mRNA splicing would introduce in-frame stop codons into the resultant mRNAs. We have therefore hypothesized that suppression of splicing (SOS) at latent 5'
George Dinos et al.
Molecular cell, 13(1), 113-124 (2004-01-21)
The crystal structures of the universal translation-initiation inhibitors edeine and pactamycin bound to ribosomal 30S subunit have revealed that edeine induces base pairing of G693:C795, residues that constitute the pactamycin binding site. Here, we show that base pair formation by
Total synthesis of pactamycin.
Stephen Hanessian et al.
Angewandte Chemie (International ed. in English), 50(15), 3497-3500 (2011-03-04)
A S Mankin
Journal of molecular biology, 274(1), 8-15 (1998-01-10)
Mutants of an archaeon Halobacterium halobium, resistant to the universal inhibitor of translation, pactamycin, were isolated. Pactamycin resistance correlated with the presence of mutations in the 16 S rRNA gene of H. halobium single rRNA operon. Three types of mutations

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