This product is not cell culture tested or use-tested. Please consider Product C1832 which is suitability tested; it is use-tested for its ability to inhibit the synthesis (that is, suppress the expression) of Interleukin-2 (IL-2) in cultured Jurkat cells.
30024
Cyclosporin A
97.0-101.5% (on dried basis)
Synonym(s):
Antibiotic S 7481F1, Cyclosporine
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About This Item
Empirical Formula (Hill Notation):
C62H111N11O12
CAS Number:
Molecular Weight:
1202.61
UNSPSC Code:
51102829
NACRES:
NA.76
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3647785
Pricing and availability is not currently available.
Quality Level
assay
97.0-101.5% (on dried basis)
form
powder
color
white to off-white
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
storage temp.
2-8°C
SMILES string
CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C
InChI
1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
InChI key
PMATZTZNYRCHOR-CGLBZJNRSA-N
Gene Information
human ... PPIA(5478)
General description
Chemical structure: peptide
Biochem/physiol Actions
A fungal metabolite possessing potent immunosuppressive properties. It inhibits the T-cell receptor signal transduction pathway via the formation of cyclosporin A−cyclophilin complex that inhibits calcineurin (protein phosphatase 2B). Inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα. Can block cytochrome c release from mitochondria.
Potent immunosuppressant; inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα; blocks cytochrome c release from mitochondria.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.Storage class (TRGS 510): Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects.
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This Item | |||
|---|---|---|---|
| mode of action enzyme | inhibits | mode of action enzyme | inhibits | mode of action - | mode of action - |
| antibiotic activity spectrum fungi | antibiotic activity spectrum fungi | antibiotic activity spectrum - | antibiotic activity spectrum - |
| Quality Level 200 | Quality Level 300 | Quality Level 100 | Quality Level 300 |
| assay 97.0-101.5% (on dried basis) | assay ≥95% | assay - | assay - |
| form powder | form powder | form - | form - |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - | storage temp. -10 to -25°C |
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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Valerie Waters et al.
American journal of respiratory cell and molecular biology, 33(2), 138-144 (2005-05-10)
Cyclosporin A (CsA) blocks T cell activation by interfering with the Ca2+-dependent phosphatase, calcineurin. Proinflammatory responses to bacteria that are activated by Ca2+-fluxes in airway cells are a potential target for CsA. Although local immunosuppression may be advantageous to control
C Frieke Kuper et al.
Toxicologic pathology, 35(2), 226-232 (2007-03-17)
The effects of cyclosporin A (CY) and cyclophosphamide (CPS) on Peyer's patches (PP) were studied in Wistar rats, exposed in utero and neonatally or during adult age. In one study, pregnant dams received 5 or 15 mg/kg bw/day CY from
Xiao-Ling Liu et al.
Bioorganic & medicinal chemistry, 16(1), 171-180 (2007-10-30)
A library of chalcones with basic functionalities were screened for inhibition of P-glycoprotein (Pgp, ABCB1) by the calcein-AM accumulation assay on MDCKII/MDR1 cells. Three members that had ring A substituted with 5-(1-ethylpiperidin-4-yl) and 2,4-dimethoxy groups were found to increase calcein-AM
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 30024-25MG | 04061826657874 |
| 30024-100MG | 04061826657867 |
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Is this product suitable for culture?
1 answer-
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How can I determine the shelf life / expiration / retest date of this product?
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If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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What do you use to reconstitute cyclosporine? Ethanol or DMSO?
1 answer-
This product can be reconstituted in the following:
Dichloromethane: 10 mg/mL
Ethanol: 10 mg/mL
DMSO: 50 mg/mL
Chloroform: 6 mg/mL
H2O: insolubleSolutions may be stored at -20 °C protected from light.
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