Skip to Content
Merck
CN

96861

Piericidin A from Streptomyces mobaraensis

≥90.0% (HPLC), liquid, green-yellow

Synonym(s):

Shaoguanmycin B

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C25H37NO4
CAS Number:
2738-64-9
Molecular Weight:
415.57
UNSPSC Code:
12352200
PubChem Substance ID:
329770534
MDL number:
MFCD01677956

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1

SMILES string

COc1nc(C\C=C(/C)C\C=C\C(C)=C\[C@@H](C)[C@@H](O)\C(C)=C\C)c(C)c(O)c1OC

InChI key

BBLGCDSLCDDALX-LKGBESRRSA-N

assay

≥90.0% (HPLC)

form

liquid

loss

<10% loss on drying

color

green-yellow

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

2-8°C

Other Notes

Neurotoxin for the respiratory chain

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R R Ramsay et al.
The Biochemical journal, 273(Pt 2), 481-484 (1991-01-15)
1-Methyl-4-phenylpyridinium (MPP+), the neurotoxic bioactivation product of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), interrupts mitochondrial electron transfer at the NADH dehydrogenase-ubiquinone junction, as do the respiratory chain inhibitors rotenone, piericidin A and barbiturates. Proof that these classical respiratory chain inhibitors and MPP+ react at
Bruce H Lipshutz et al.
Journal of the American Chemical Society, 131(4), 1396-1397 (2009-01-14)
A total synthesis of the mitochondrial complex I inhibitor piericidin A1 is described. It features a unique strategy for the key disconnection, highlighting a modified Negishi carboalumination/Ni-catalyzed cross-coupling on a polyenyne precursor.
Mitsuhiro Kitagawa et al.
Chemistry & biology, 17(9), 989-998 (2010-09-21)
Identifying the targets of bioactive compounds is a major challenge in chemical biological research. Here, we identified the functional target of the natural bioactive compound glucopiericidin A (GPA) through metabolomic analysis. We isolated GPA while screening microbial samples for a filopodia
Johannes Hoecker et al.
Organic letters, 15(3), 670-673 (2013-01-22)
The first total syntheses of the piericidin related natural products Mer-A2026B and JBIR-02 are reported. Key features of the synthetic approach involve an Ir-catalyzed one-pot C-H activation/oxidation procedure for the preparation of the hydroxypyridine, a vinylogous Mukaiyama aldol reaction, and
E Darrouzet et al.
Biochimica et biophysica acta, 1319(1), 1-4 (1997-03-28)
Using the NADH-CoQ reductase of Rhodobacter capsulatus as a model for the mitochondrial Complex I, we have for the first time isolated bacterial mutants resistant to piericidin-A, a classical inhibitor of the mitochondrial enzyme. Their sensitivity to other inhibitors directed
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service