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C9705

Sigma-Aldrich

Concanamycin A

≥70% (HPLC), crystals, vacuolar-type v-ATPase inhibitor

Sinonimo/i:

Folimycin

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About This Item

Formula empirica (notazione di Hill):
C46H75NO14
Numero CAS:
80890-47-7
Peso molecolare:
866.09
Beilstein:
3560277
Numero MDL:
MFCD00210037
Codice UNSPSC:
12352200
ID PubChem:
24893186
NACRES:
NA.77

Nome del prodotto

Concanamycin A, ≥70% (HPLC)

Livello qualitativo

200

Saggio

≥70% (HPLC)

Stato

solid film

Spettro attività antibiotica

viruses

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

−20°C

Stringa SMILE

CCC1C(O)C(C)C\C(C)=C\C=C\C(OC)C(OC(=O)\C(OC)=C\C(C)=C\C(C)C1O)C(C)C(O)C(C)[C@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O3)[C@H](C)C(O2)\C=C\C

InChI

1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-/t26?,27?,28-,29?,30?,31-,32?,33-,34?,35?,37-,38+,39?,40?,41?,42?,43-,46+/m1/s1
DJZCTUVALDDONK-LWLXYWDNSA-N

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Descrizione generale

Chemical structure: macrolide
Concanamycin A belongs to the plecomacrolide family and comprises an 18-membered tetraenic macrolide ring.

Applicazioni

Concanamycin A has been used:
  • as a lysosomal inhibitor in young and old fibroblasts
  • as a vacuolar-type H+-ATPase inhibitor in presynaptic vesicles
  • as a lysosomal acidification blocker in HepG2 hepatocytes cells

Azioni biochim/fisiol

Concanamycin A (ConA) inhibits acidification of organelles and perforin-mediated cytotoxicity. It is a vacuolar-type v-ATPase inhibitor. ConA possesses antiprotozoal and antineoplastic properties. It mediates inhibition of the negative factor (Nef) protein of the human immunodeficiency virus.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300 + H310 + H330,H319

Classi di pericolo

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
SLCL3655
SLCJ1713
SLCJ0112
SLCF5756
SLCF4899

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Wortmannin

Mark M Painter et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(38), 23835-23846 (2020-09-10)
Nef is an HIV-encoded accessory protein that enhances pathogenicity by down-regulating major histocompatibility class I (MHC-I) expression to evade killing by cytotoxic T lymphocytes (CTLs). A potent Nef inhibitor that restores MHC-I is needed to promote immune-mediated clearance of HIV-infected
Stephen F Haydock et al.
Microbiology (Reading, England), 151(Pt 10), 3161-3169 (2005-10-07)
The macrolide antibiotic concanamycin A has been identified as an exceptionally potent inhibitor of the vacuolar (V-type) ATPase. Such compounds have been mooted as the basis of a potential drug treatment for osteoporosis, since the V-ATPase is involved in the
Christiane Ott et al.
Redox biology, 10, 266-273 (2016-11-09)
The overall decrease in proteolytic activity in aging can promote and accelerate protein accumulation and metabolic disturbances. To specifically analyze changes in macroautophagy (MA) we quantified different autophagy-related proteins (ATGs) in young, adult and old murine tissue as well as
Hideaki Toda et al.
Developmental and comparative immunology, 35(1), 88-93 (2010-09-04)
T cell-mediated cytotoxicity occurs via pathways based on perforin or Fas mechanisms. Perforin is a protein present in the cytoplasmic granules of CD8(+) cytotoxic T lymphocytes and is secreted to form pores on target cell membranes. In fish, although the
Mirkka Koivusalo et al.
Traffic (Copenhagen, Denmark), 12(8), 972-982 (2011-05-11)
The progressive acidification of the endocytic pathway is generated by H(+) pumping of electrogenic vacuolar-type ATPases (V-ATPases) on the endosomal/lysosomal membrane. The determinants of pH during endosome maturation are not completely understood, but the permeability to ions that neutralize the
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