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SML1018

Sigma-Aldrich

Cyclosporin A

≥95% (HPLC), DMSO solution, calcineurin inhibitor

Synonym(s):

CsA, Cyclosporine

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About This Item

Empirical Formula (Hill Notation):
C62H111N11O12
CAS Number:
59865-13-3
Molecular Weight:
1202.61
EC Number:
200-664-3
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Cyclosporin A, Ready Made Solution, 1 mg/mL in DMSO

form

DMSO solution

Quality Level

200

storage condition

protect from light

concentration

1 mg/mL in DMSO

shipped in

dry ice

storage temp.

−20°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+

InChI key

PMATZTZNYRCHOR-IMVLJIQESA-N

Application

Cyclosporin A has been used to test its toxic effect on perfused 3D proximal tubule model.

Biochem/physiol Actions

Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes. It has been shown to inhibit the functioning of several nuclear proteins involved in T-cell activation at the level of mRNA transcription. It forms a complex with its intracellular receptor cyclophilin, which can then bind to calcineurin, a Ca2+- and calmodulin-dependent protein phosphatase, inhibiting its enzymatic activity. CsA was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes. At concentrations >10 nM, CsA protected isolated hepatocytes against the action of phalloidin. CsA can inhibit IL2 production resulting from T cell activation via Calcineurin inhibition.
An extensive list of references has been reported, including a comprehensive review of analytical properties.
Cyclosporin A is generally given subsequent to transplant surgery to prevent rejection. In addition to its beneficial effects in organ transplantation, cyclosporin (CyA) exhibits nephrotoxic side effects.

Other Notes

Light sensitive

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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