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Merck

342500

FK-506, Streptomyces sp.

Immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2.

Synonym(s):

FK-506, Streptomyces sp., Tacrolimus

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About This Item

Empirical Formula (Hill Notation):
C44H69NO12
CAS Number:
104987-11-3
Molecular Weight:
804.02
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00869853
Assay:
≥98% (TLC)
Form:
solid
Storage condition:
OK to freeze, desiccated

Key Documents

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SMILES string

N21[C@@H](CCCC2)C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](\C=C(\C[C@@H](C[C@@H]([C@H]4O[C@]([C@@H](C[C@@H]4OC)C)(C(=O)C1=O)O)OC)C)/C)CC=C)O)C)\C(=C\C3C[C@H]([C@@H](CC3)O)OC)\C.O

InChI

1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30?,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1

InChI key

NWJQLQGQZSIBAF-HZXKVGIDSA-N

description

RTECS - KD4200000

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated

color

off-white

solubility

DMSO: 10 mg/mL, methanol: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

Related Categories

General description

Immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 binding protein, thereby reversing its effects on sarcoplasmic reticulum Ca2+ release. Inhibits the Ca2+-dependent phosphatase, Protein Phosphatase 2B (Calcineurin; Cat. No. 539568), as well as Na+,K+-ATPase in nephron segments. Also shown to inhibit aldosterone-induced synthesis of Giα-3 protein.
Immunosuppressant that blocks T-cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 Binding Protein, thereby reversing its effects on sarcoplamic reticulum Ca2+ release. Shown to inhibit the Ca2+-dependent phosphatase, Calcineurin (Cat. No. 539565), as well as Na+-K+-ATPase in nephron segments. Also shown to inhibit aldosterone-induced synthesis of Giα-3 protein.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Immunosuppressant that blocks T cell proliferation
Product does not compete with ATP.
Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Asano, K., et al. 1996. In Vivo 10, 537.
McCall, E., et al. 1996. Circ. Res. 79, 1110.
Raufman, J.P., et al. 1996. J. Biol. Chem. 271, 19877.
Rokaw, M.D., et al. 1996. Am. J. Physiol. 271, C194.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 2 - STOT RE 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

Certificates of Analysis (COA)

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