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Merck
CN

27691

Concanamycin C from Streptomyces sp.

~95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C45H74O13
CAS Number:
81552-34-3
Molecular Weight:
823.06
UNSPSC Code:
51101500
MDL number:
MFCD00216692
Beilstein/REAXYS Number:
6628190

Key Documents

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SMILES string

CC[C@H]1[C@@H](O)[C@H](C)C\C(C)=C\C=C\[C@H](OC)C(OC(=O)\C(OC)=C\C(C)=C\[C@@H](C)[C@H]1O)[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](O)[C@@H](C)O3)[C@H](C)[C@H](O2)\C=C\C

assay

~95% (HPLC)

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

General description

Chemical structure: macrolide

Application

Cancanamycin C, a vacuolar AT Pase, is used to suppress antigen presentation by MHC class II molecules. V-ATPases are responsible for the acidification of eukaryotic organelles such as endosomes and lysosomes and the vacuoles of plants and fungi

Biochem/physiol Actions

Concanamycin C inhibits v-ATPase (vacuolar-ATPase) and perturbs vacuolar organelle, endosome, and lysosome acidification processes. Used to suppress antigen presentation by MHC class II molecules.
Concanamycin C inhibits v-ATPase (vacuolar-ATPase) and perturbs vacuolar organelle, endosome, and lysosome acidification processes. Vacuolar ATPases, such as Concanamycin C, pump protons into the lumen of various endomembrane systems and cellular compartments .

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品
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Emma Jean Bowman et al.
The Journal of biological chemistry, 279(32), 33131-33138 (2004-06-08)
The vacuolar H+-ATPase is inhibited with high specificity and potency by bafilomycin and concanamycin, macrolide antibiotics with similar structures. We previously reported that mutation at three residues in subunit c of the vacuolar ATPase from Neurospora crassa conferred strong resistance
Tissue-selective inhibition of vacuolar acid pumps.
D J Keeling et al.
Acta physiologica Scandinavica. Supplementum, 643, 195-201 (1998-10-28)
E J Bowman et al.
The Journal of experimental biology, 203(Pt 1), 97-106 (1999-12-22)
Vacuolar ATPases (V-ATPases) are large complex enzymes that are structural and mechanistic relatives of F(1)F(o)-ATPases. They hydrolyze ATP and pump protons across membranes to hyperpolarize membranes and, often, to acidify cellular compartments. The proton gradients generated are used to drive
S Dröse et al.
The Journal of experimental biology, 200(Pt 1), 1-8 (1997-01-01)
Bafilomycins and concanamycins, two groups of the plecomacrolide-defined class of macrolide antibiotics, have recently been recognized as important tools for studying the physiological role of vacuolar-type, proton-translocating ATPases (V-ATPases) and ATPases with phosphorylated states (P-ATPases) in animal and plant cells
Structures of concanamycins B and C.
H Kinashi et al.
The Journal of antibiotics, 35(11), 1618-1620 (1982-11-01)
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